Vacation Home Rentals By Owner In Lee, MA

$378.66

4BR Home w/ Yard & BBQ, 5 min walk to downtown Lee

Lee, Massachusetts, United States

Nestled on an expansive and well-manicured 0.46-acre lot, this pet-friendly, 4-bedroom home presents a tantalizing mix of comfort and adventure. An effortless 6-10 minute walk places you in downtown Lee. The property offers a private backyard ripe for enjoyment – featuring an oversized deck, inviting hammock, crackling firepit, and BBQ grill set among cozy outdoor furniture. Inside, a large 55” HDTV stands ready for viewing pleasure and lightning-fast 1 GB/s Wi-Fi!brThe spacebrThe SpacebrGet ready to experience the quintessence of New England charm in this timeless early 1900s abode, effortlessly balancing an old-fashioned allure with contemporary elegance.brA home designed for happy memories, this 1,700 sq. foot house was assembled explicitly for families and large groups to get together and build everlasting memories. As you enter, calm and cozy vibes await you – with uniquely fashioned furniture, modern appliances & fixtures, and the sleek hardwood flooring adding a vintage style aesthetic to the space.brThe seamless fusion of the living room and kitchen brings charm, opening ample room for fun and indoor play. The vast space allows for entertaining game nights on the dining table, so every night feels like a dinner party. But the fun doesn't stop there! Brimming with loads of features and just a stone's throw away from the quaint downtown of Lee, we're the perfect launchpad for an avalanche of fun-filled exploits:br✓ Grab a bowl of popcorn and catch up on your favorite TV shows and movies on the 55 HDTV with Amazon Prime Video, Disney+, Hulu, Netflix, and Roku installed.br✓ Venture into downtown Lee where you'll find a vibrant blend of mom-and-pop shops, art galleries, unique boutiques, restaurants, and coffee shops. Additionally, don't miss the opportunity to visit the Lee Farmer's Market, a prime spot for purchasing local produce, herbs, and freshly baked goods.br✓ On sunnier days, visit Sandy Berkshire's beach at Lake Laurel – featuring a volleyball court, benches, and picnic tables (~5-minute drive).br✓ Indulge in a cozy evening under the glittering stars, savoring the warmth of the outdoor firepit as you roast delectable marshmallows and succulent treats.br✓ Ignite the BBQ grill and enjoy sizzling up scrumptious flame-grilled meals while your little ones explore the playground – complete with a slide and swing set.br✓Winter in the Berkshires has something for everyone if you crave the thrill of fresh powder on a downhill slope, a snowy trek through the woods on the Nordic skis, or tubing with your entire family. Downhill Skiing: Catamount Mountain Resort, Jiminy Peak Mountain Resort, Ski Butternut, Berkshire East Ski Area, and Bousquet Ski Area. Cross Country Skiing: Canterbury Farm Cross Country Skiing, Hilltop Orchard home of Furnace Brook Winery, Maple Corner Farm, and Notchview.brbrKitchen and Local RestaurantsbrNothing spells merriment and joy better than a home-cooked meal made by mom and pa! For that, we present our fully equipped, bright, and spacious kitchen, where an arsenal of tools, top-notch stainless steel appliances, and sleek granite countertops help you easily prepare MasterChef quality meals. Tap into your culinary prowess and enjoy your feast with the following setup:br• Kitchen bar with 4 cushioned seatsbr• Full-size refrigeratorbr• Microwave, oven, and stovebr• Paper towelbr• Dish soapbr• Cutting board and gourmet knife setbr• Kettlebr• Pots and pansbr• Oil, salt, and pepperbr• Plates, bowls, wine glasses, mugs, cups, and silverwarebr• ToasterbrPlus, benefit from our state-of-the-art Keurig coffee machine to kick-start your day with a gentle boost.brShould you decide to dine out, savor your tastebuds in a wide range of delightful restaurants and bars – all located within a 10-minute walk or drive away.bro French (Café Triskele)bro Peruvian (Alpamayo Peruvian Cuisine)bro Indian (MINT - Lakeside Indian Dining & Bar)bro Traditional American (Joe's Diner)bro Mexican (Baja Charlie's California Cuisine)bro American (Alta)bro French (Bistro Zinc)bro Bar/Pub (Brava, Olde Heritage Tavern, Firefly)bro Pizza (Pizzeria Boema, Betty's Pizza Shack)bro Italian (Mazzeo's Ristorante, Frankie's)bro Peruvian (Alpamayo Peruvian Cuisine)bro Asian (Burmese Bowl)bro Bakery (Patisserie Lenox)bro Breakfast (Haven, Starving Artist Cafe, Bagel&Brew, Joe's Diner)bro American (51 Park restaurant)brBedrooms and BathroomsbrAre you craving some well-deserved relaxation Withdraw to the seclusion of your private bedroom; this is a carefully crafted space to prioritize your well-being. Whether you desire a moment to delve into your beloved book under the gentle glow of a dimmed lamp or a peaceful night's rest, our dedication to your wellness shines through in every detail.brLay down on our ultra-comfy mattresses, swathed in only the finest cotton linens, premium blankets, and plump pillows that instantly send you into dreamland. A total of 9 guests can fall asleep comfortably here, and feature:brBedroom 1 (ground floor):br• Master Kingbr• Large chest of drawersbr• HDTV with streaming servicesbr• Dual nightstands with lampsbr• Private ensuite bathroombrBedroom 2 (second floor):br• Queen mattressbr• Chest of drawersbr• 1 nightstand with a lampbrBedroom 3 (second floor):br• Full-size mattressbr• Chest of drawersbr• A chairbrBedroom 4:br• Double mattressbr• 1 small nightstand with a lampbr• Chest of drawersbrAs daylight fades, pamper yourself in one of our two immaculate bathrooms. The first bathroom on the ground floor extends to the primary King bedroom, while the second shared bathroom is upstairs. Take a soothing soak in the bathtub or a refreshing shower, complemented by a curated selection of essentials, ensuring you emerge refreshed and reinvigorated:br• Hair dryerbr• Shampoo and conditionerbr• Shower gelbr• Fesh bath towelsbr• Toilet paperbrGuest accessbrThe guests have access to the entire house during their say.brOther things to notebrProperty FeaturesbrKeep reading to learn more about our extra benefits and plan your trip to Lee, MA today!br✓ Covid-19 Compliance: We prioritize your health and safety by implementing a rigorous and thorough cleaning routine – including sanitizing countertops, doorknobs, bathrooms, and other high-contact areas.br✓ Household Amenities: Our home is designed with your needs in mind, providing hangers, cleaning supplies, an iron & ironing board, and laundry facilities that include a dryer and a washer.br✓ Work from Home: Enjoy seamless connectivity with our complimentary spectrum Wi-Fi, perfect for extra-sharp 4K video quality conference calls or easily downloading large files.br✓ Pets Allowed: We welcome your four-legged furry companions, who will undoubtedly relish exploring the nearby parks with you! Please notify the host of how many you plan to bring and what size before you book the reservation. Only one pet is allowed with the host's approval.br✓ Self Check-in: Enjoy the ease of checking in at your leisure after 4:00 PM using the lockbox. A code will be sent to you on the day of your arrival for seamless access.

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Sleeps

$661.23

/ Nightly

Private Vacation Home

Lake View Berkshires Retreat - Private & Minutes to Lenox

Lee, Massachusetts, United States

Start your day with lake views and the quiet pace of the Berkshires. Mornings here are easy and unhurried — enjoy a cup of coffee on the deck, take in the surrounding trees and water, and settle into the calm that comes with being just far enough away from it all. While the setting feels private and peaceful, you’re only minutes from Lenox, Stockbridge, and Lee, making it simple to explore local shops, dining, outdoor activities, and cultural attractions.brbrInside, the home is comfortable and welcoming, with open living spaces designed for relaxing and spending time together. Large windows bring in natural light and keep the lake views front and center, while the living room offers a cozy place to unwind after a day out — whether that’s reading by the fire, sharing a meal, or simply slowing down and enjoying the surroundings.brbrThe fully equipped kitchen makes it easy to prepare anything from quick breakfasts to shared dinners. Enjoy meals indoors or step outside to dine on the deck, where the lake provides a peaceful backdrop from morning through sunset.brbrBedrooms are set up with comfort in mind, offering a quiet place to rest at the end of the day. The layout works well for couples, families, or small groups who want both shared space and privacy.brbrThe Berkshires are a year-round destination. Summer brings outdoor concerts, hiking, and time on the water; fall is known for its foliage and scenic drives; winter offers skiing and cozy evenings by the fire; and spring is perfect for quieter trails, local shops, and museums. No matter the season, the area offers a relaxed pace and plenty to discover — with this home providing a quiet, comfortable place to return to after a day of exploring.brbrWhether you’re planning a romantic escape, a family trip, or a peaceful retreat with friends, this lake view home offers a comfortable place to slow down, enjoy the surroundings, and make the most of your time in the Berkshires.brbrPerfect ForbrbrThis home is a great fit for:brbr•Couples looking for a quiet, scenic getaway with easy access to Lenox, Stockbridge, and Leebr•Families who want space to relax, cook together, and enjoy the outdoorsbr•Friends traveling together for culture, hiking, golf, or a laid-back Berkshires weekendbr•Guests seeking a peaceful retreat with lake views, privacy, and a slower pacebr•Longer stays for those who want to settle in and explore the Berkshires more deeplybrThe setting is especially well suited for guests who value comfort, nature, and time together — a place to unwind, reconnect, and enjoy the surroundings.

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Sleeps

$602.02

/ Nightly

Private Vacation Home

Berkshire Mountain retreat with Urban eco-luxuries

Lee, Massachusetts, United States

600 West Rd (an eco-friendly energy efficient home) serves as a haven of relaxation in the mountains, with all the comforts and conveniences of urban luxury. We are located in a prime location, directly in between Stockbridge, Lenox and Lee and only 15 minutes to Great Barrington. Whether you are here to ski, hike, hear the great musicians at Tanglewood, take in a play at Shakespeare & Co, or just relax by the firepit- we hope you enjoy your stay and will visit us again.brbrThere will be a local contact available to you should any issues arise.brbrDepending upon the season, there are so many things to do in the Berkshires. Home to some of the best cultural events in the world, Tanglewood, Jacobs Pillow Dance Festival, Williamstown Theatre company and more are minutes away. Dozens of incredible restaurants and at least 3 mountains to ski within minutes. Also, world famous yoga retreat Kripalu and spa Canyon Ranch are right around the corner. Visit Lenox, Stockbridge, Williamstown, Great Barrington and all the other great destinations offered in the beautiful Berkshires!brbrThere is a gravel walkway up to the front porch, a small step onto the front porch. Once in the mudroom, there is a small step up into the main living space and then one large staircase to access the 2nd floor. brbr600 West includes parking, a large open kitchen/living room area, 2 bathrooms (stand alone tub in downstairs), 2 bedrooms (queen beds), open loft space with 2 full sized Murphy beds, screened in back porch, patio with fire pit, wood fired hot tub available starting Nov 20, 2025.brbrThe safety and wellness of our guests is our priority. We will be ensuring a thorough cleaning and disinfecting between each set of guests. Our goal is to ensure the safe enjoyment of the home. brbrThere are dozens of hiking trails available. A car is the best way to get around the Berkshires. There are also two bicycles available for your use on the property.brbrLGBTQ+ friendly home. Eco-friendly home, supporting guests to engage in sustainable practices.

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Bath

Sleeps

$855.6

/ Nightly

Private Vacation Home

*Winter Special* Lovely Home on Golden Hill

Lee, Massachusetts, United States

Summary:brbrWe are located in the heart of America's cultural epicenter known as the Berkshires. Known as the Gatehouse to upscale Erskine Park, this truly one of a kind Craftsmen inspired home is filled with unique features and materials seldom found including eucalyptus and Brazilian Cherry flooring, Jerusalem stone and porcelain plank tiles. Inviting color and intriguing design elements make this an extraordinarily pleasing home. Every detail has been thoughtfully considered within. Dreamy!brbrbrbrThe Space:brbrWe are located in the heart of America's cultural epicenter known as the Berkshires. Known as the Gatehouse to upscale Erskine Park, this truly one of a kind Craftsmen inspired home is filled with unique features and materials seldom found including eucalyptus and Brazilian Cherry flooring, Jerusalem stone and porcelain plank tiles. Inviting color and intriguing design elements make this an extraordinarily pleasing home. Every detail has been thoughtfully considered within. Dreamy! Come stay with us today! brbrbrbrGuest Access:brbrNo smoking. Not suitable for pets. Check in anytime after 3PM.brbrbrbrThe Neighborhood:brbrLeebrbrbrbrOther Things to Note:brbrState Registration Number: C0357561500

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Sleeps

$710.09

/ Nightly

Private Vacation Home

In the heart of the Berkshires

Lee, Massachusetts, United States

This meticulously cared for home is just ideal for year-round or vacation living. Enjoy the private screen porch on summer nights or soak in the sun on the wrap around deck. Take a leisurely boat ride on enchanting Goose Pond or park with a picnic lunch on the beach after a challenging tennis match. That's the lifestyle outdoors, the interior of this home is brilliant as well. This four bedroom, three bath home has an open kitchen, dining, living room layout with high ceilings and great light. The home is equipped with central heat/air conditioning, giant screen TV, high speed internet, washer/dryer, fireplace, dish washer and pool table to ensuring a comfortable stay.

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Bath

Sleeps

$642.28

/ Nightly

Private Vacation Home

Beautiful Home in AMAZING Berkshire Location

Lee, Massachusetts, United States

Come nestle in the woods at this beautiful retreat in a PRIME location - 5 minutes to both downtown Lee and Stockbridge, and an easy 15 minute drive to Lenox or Great Barrington. This is the perfect home base to enjoy all of the culture that the area has to offer - music at Tanglewood, dance at Jacobs Pillow, art at one of the many museums - or come and Ski at Butternut or Catamount; hike the MANY trails or enjoy the eating, shopping and strolling that all the country towns have to offer!brbrA beautiful rocking chair front porch welcomes you to the woodland cottage. Once inside you appreciate the the privacy of this 3,440 square foot space, replete with cathedral ceilings in the living room which opens on to a screened in porch which, in turn, overlooks the outdoor deck with built in fire pit and a hot tub. The open kitchen/diving room is perfect for entertaining, and the separated library allows for quiet relaxing. There is a first floor Master Suite with a Four Seasons Mattress and en suite bathroom (with a large jetted tub!). Upstairs are 3 large bedrooms on the second floor which share a double sink bathroom with a shower and tub.brbrThere is hi-speed cable WiFi provided by Spectrum, and two smart TVs. brbrAcross the road is a park that has additional hiking trails. And all this is in the heart of the Berkshires, less than 5 minutes from downtown Stockbridge and Lee and less than 10 to Lenox, and just over 10 minutes from Great Barrington.brbr5 minutes to Stockbridge Main St br5 minutes to Lee Main Stbr10 minutes to Tanglewoodbr15 minutes to Jacob's Pillow br15 minutes to Ski Butternut br10 minutes to Norman Rockwell Museumbr15 minutes to downtown Great Barrington

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Bath

Sleeps

$848.7

/ Nightly

Private Vacation Home

$5,500/mo Special * Private Berkshire Escape*

Lee, Massachusetts, United States

Summary:brbrPrivate home offering relaxation with a beautiful property.brbrbrbrThe Space:brbrBeautiful home that located between Lenox and Stockbridge. Minutes from Downtown Lee, Stockbridge and Lenox. Large nice yard, two car Garage and plenty of parking. Home offers an open floor plan for the kitchen and living room along with four bedrooms, and two full bathrooms. There is a State forest walking trail down the street. Great location in the heart of the Berkshires. Moments from all that you will need.brbr brbrbrbrPrivate above ground pool perfect to cool off and enjoy the summer while relaxing with friends and family.brbr brbrbrbrCentral proximity to the ski locations throughout the county! Basement entry offers fabulous storage for ski and snow gear.brbrbrbrOther Things to Note:brbrBoth bathrooms are located on the first floor!brbrOne is an ensuite master bath.brbrPlease note entry to the house is up the hill in front or through the garage and up the stairs. There is also a slider in back.

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$620.32

/ Nightly

Private Vacation Home

Berkshire House Stay: 5BR/5BA

Lee, Massachusetts, United States

Welcome to our 5BR/5BA Berkshire vacation home, just 5 minutes to Stockbridge and 10 minutes to Tanglewood. Enjoy a walk to downtown Lee restaurants and shops from our perfectly located family retreat. With 5 private bathrooms, we offer unmatched comfort and convenience for groups of up to 10 guests. brbrOur main-floor queen bedroom and full bath offer great convenience for guests who prefer to minimize stair use once inside the home. The four bedrooms upstairs each have their own full bath. There is also a wet bar upstairs with a mini-frig, electric kettle, along with tea if you want to stay snuggled up in the morning. brbrIn the summer, enjoy the backyard, with plenty of seating and a BBQ and firepit. After your BBQ, take a nap in the hammock under the big shade tree.brbrQuestions Send us a note below!

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Sleeps

$399.01

/ Nightly

Private Vacation Home

Goose Pond Landings | Private Dock • Kayaks

Lee, Massachusetts, United States

Escape to your Berkshires retreat on serene Goose Pond! This spacious 3BR/3BA home offers stunning lake views, kayaks for exploring the lake, and a backyard perfect for time spent with the whole family. Enjoy dinner on the screened in porch while the younger ones splash in the water. Just 15 min to Tanglewood and minutes from the shopping at the famous Lee Outlets, you won`t find a better spot to call home base in The Berkshires. Your lakefront getaway awaits!brbr✔ Waterfrontbr✔ High-speed Wi-Fibr✔ Smart TVbr✔ Fully equipped kitchenbr✔ Washer & dryerbr✔ Free parkingbr✔ Screened-in porchbr✔ BBQ Grillbr✔ Outdoor dining areabr✔ Pack n Play Travel Crib (Upon request)brbr➥ 12 mins to October Mountain State Forestbr➥ 13 mins to Laurel Lakebr➥ 13 mins to The Berkshire Theaterbr➥ 13 mins to The Lion`s Denbr➥ 15 mins to Jacob`s Pillowbr➥ 15 mins to The Mount, Edith Wharton`s Homebr➥ 17 mins to Berkshire Botanical Gardenbr➥ 19 mins to Norman Rockwell Museumbr➥ 21 mins to Lake Garfieldbr➥ 25 mins to Ski Butternutbr➥ 25 mins to The Mahaiwebrbr✦BEDS & BATHS✦brInside we have 3 bedrooms and 3.5 bathrooms all decorated tastefully to give the full nostalgic Berkshire travel experience.brbrRoom Breakdown:brMain Bedroom - 1 King bedbrBedroom 2 - 1 Queen bed & 1 Twin bedbrBedroom 3 - 2 Twin bedsbrbrAll Berkshire Vacation Rental Co.™ Properties include:br - Support from full-time local team available daily from 9am to 9pmbr - Professional housekeeping & property inspection prior to guest arrivalbr - Towels, linens, and bath productsbr - At least a mornings worth of coffee to get you startedbr - Learn more @berkshirevacationrentalbrbrCleaning Protocols: As THE professional management company in The Berkshires we take pride in our professional cleaning standards between guests. We pay above the living wage & 100% of your cleaning fee is paid directly to the individual cleaner responsible for your property.brbrNo pets of any kind allowed at this home. Emotional support animals are not allowed. By law service animals are allowed. If you are planning on bringing a service animal please reach out to us ahead of time so we can verify paperwork. If a pet is brought on the premises without alerting us the reservation will be cancelled.brbrTo provide a high level of security and safety all Berkshire Vacation Rental Co. properties are equipped with a security camera facing the parking area.brbrThere is space for parking cars in the driveway. Please note, road and driveway of the property are gravel / dirt. Make sure to have an AWD equipped car in the winter months.brAs hosts, we generally like to abide by the golden rule. Treat our space well, and we`ll treat you well in return. brno smokingbrno overnight guests beyond those outlined in the bookingbrno partiesbrplease respect all quiet hoursbrPlease see guest packet for more information.

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$237.36

/ Nightly

Private Vacation Home

Garfield Townhouse in the Berkshires on Main St

Lee, Massachusetts, United States

Cozy Townhouse on Main St in Lee , the entrance to the Berkshires. The townhouse is two stories with 2 Bedrooms, 1 1/2 Bathroom, kitchen, dining room, TV, family room, back yard with private porch and grill. Own parking space. It's an Easy walk to all of Main St restaurants, shops, yoga, churches. Enjoy a walk in a small New England town. Lee is a great walking down with sidewalks. Unique and beautiful area with short distances to Appalachian Trail, Tanglewood, Jacob's Pillow and museums, theaters, lakes, mountains.

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Sleeps

$994.13

/ Nightly

Private Vacation Home

Stunning Post & Beam home minutes from Lenox, Stockbridge and Tanglewood!

Lee, Massachusetts, United States

Bright and airy, cathedral ceiling, Post & Beam home situated in the heart of the Berkshires, minutes from Lenox, Tanglewood, Stockbridge, Jacob’s Pillow, Mount Greylock, Rail to Trails, October Mountain, the Appalachian Trail, 5 different ski mountains, Great Barrington, antiquing and shopping, and the world’s best sweets at Peace, Love & Chocolate. Three minutes to Lee town center, 6 minutes to the Lee outlets, and 7 minutes to both Stockbridge and Lenox. With 4 bedrooms and a Bunk Room, the house can sleep 12 people in beds, and 14 including a pullout sofa bed. brbrDescriptionbrFrom the moment you walk in to a wall of westerly facing windows full of afternoon sun and a Great Room with a 32ft ceiling, it is relax time. Comfortably furnished and well appointed with all the touches of home, you have multiple ways to relax indoors or out. You can flop down on either of the overstuffed club chairs or couch and put your feet up on an ottoman, go upstairs to the balcony and curl up with a book, retreat to your bedroom and take a nap on a firm but plush mattress, sit on the deck and watch as the sun dips into the trees, or bird watch at one of the feeders.brbrFirst floor:brThe entire 1st floor is an open floor plan designed for family living and friend getaways, entertaining and free flow of movement. There is streaming natural light with a West-facing Great Room and dining area, hardwood floors in all the common areas and hallways, a floor-to-ceiling fireplace, and a walk thru kitchen with stainless steel Bosch and Frigidaire appliances, gas range and granite countertops. The dining area has a large farm table that seats 10 very comfortably (with 12 total spindle-back chairs, for extra guests) and a breakfast bar that has three swivel stools. There are two bedrooms on the ground floor: a bunk room with 2 solid-wood, sturdy, twin bunk beds that sleep 4 (kids much more comfortably but absolutely can fit adults); and a queen room with a sleigh bed and a dressing table (made by Chip’s grandfather). These bedrooms share a large full bathroom and there is a powder room down the hall. All of the bedrooms are carpeted.brSecond floor:brWhen you climb the extra-wide staircase to the 2nd floor, you are treated to a view overlooking the first floor, the soaring timber ceilings and a loft-style common area. You can relax on the sofa or in an overstuffed beanbag, challenge your housemate to a game of foosball on our full size table, listen to music via Alexa on Harmon Kardon speakers, or choose from any variety of puzzles and boardgames. On the north side of the house are two spacious bedrooms with a full bath between them. One bedroom has a queen sleigh bed with a west facing view over the large deck and backyard, and a true old-fashioned wicker rocking chair. The second bedroom has two twin beds with an easterly exposure looking out over the wildflower garden. On the entire South side of the house on the second floor is the master suite. This is a breathtaking room with a cathedral ceiling, a cozy sitting area furnished with club chairs and settee, an ensuite bathroom with double sinks and a gorgeous claw foot tub, and a walk in closet with plenty of space. brbrAmenities and Decor:brThe house is well appointed throughout, with a mixture of mid- and late-19th century antiques and contemporary furniture. Behind the closed panels next to the fireplace you will find a 55” 4K SmartTV, fully equipped with cable, 4K Apple TV, Netflix, Hulu, Max and AmazonPrime video. The kitchen and pantry have everything you need to make a dinner for 2 or 12, from spices and baking needs to blenders and serving platters. Additional amenities include: Pillow-top mattresses, down-alternative comforters, pillows, 100% cotton sheets and duvets (flannel for winter!), hair dryers, towels, washer/dryer, dishwasher, Braun coffee brewer, coffee press, Keurig coffee maker, toaster oven, food processor, pots, pans, slow cooker, blender, baking and serving dishes, knives and utensils. The basement also has a Peloton, a rower and space for the kids to watch TV and play games. Basic spices and baking ingredients are available, as well as condiments (tho many prefer to buy their own). Iron/Ironing board; mudroom; 400mbs wi-fi for multiple workers to stream simultaneously, smart TV, Alexa and speakers; apple TV, foosball; board games.brbrProperty: 2+ acres, well set back from the road, huge yard and back deck to play, grill, or sit around a fire pit. 12 Adirondack chairs, 4 loungers for sunbathing, organic vegetable garden for use of fresh produce — we trade free veggies for weeding and watering. :-)brbrLocation and things to do:brbrFor Spring, Summer and Fall: 5 mins to laurel lake, 15 mins to the Appalachian Trail access, Hiking, fishing, biking, water sports, golfing and other outdoor activities abound! 10 minutes to Tanglewood and Berkshire Theater Company, less than 10 minutes to Lee, Lenox and Stockbridge for antiquing, fabulous dining, and more New England charm.brbrFor the diehard skier, we are a 15 minutes from Butternut and Bosquet, 20 minutes to Otis Ridge (nighttime skiing!), 30 minutes from Catamount and 40mins from Jiminy Peak. In one 3-night stay, you could ski 5 mountains! There is also plenty of wide open space nearby to cross country ski and snowshoe, for those intrepid explorers.

5

Bed

3

Bath

14

Sleeps

$473.65

/ Nightly

Private Vacation Home

Spacious Central Berkshires Home for Groups

Lee, Massachusetts, United States

Welcome to Laurel House Place, your beautifully renovated home in the charming town of Lee, the gateway to the Berkshires! Whether you're planning a peaceful getaway, a cultural adventure, or a cozy family gathering, our home is the perfect place to make lasting memories.brbrStep outside to your private backyard, where you can enjoy the fresh Berkshire air. Fire up the BBQ grill for an evening cookout and gather around the patio table for outdoor dining.brGuest AccessbrbrYou will have private access to the entire home, including the spacious backyard and patio area. Make yourselves at home!brThe NeighborhoodbrbrOur prime location puts the best of the Berkshires at your fingertips. We are just a short drive from world-renowned cultural venues like Tanglewood, the Berkshire Theater Festival, and Jacob's Pillow. For shopping, the Lee Premium Outlets are minutes away.brOutdoor enthusiasts will find golf, tennis, skiing, and swimming all nearby. In the winter, enjoy easy access to ski resorts like Catamount, Bousquet Mountain, and Jiminy Peak. During the summer, you can visit Sandy Beach at Lake Laurel, just a 3-minute drive away. As our guest, you have access by simply showing your paid reservation.brGetting AroundbrParking for up to four vehicles is provided directly at the house. To ensure space for everyone, please park two cars side-by-side in the designated area, with two additional cars parked directly behind them.brImportant Informationbrbr Our home is located on Route 20, and you may hear some noise from the road. Running the A/C units can help mute the sound.brbr A shed is available for storage; however, please note that use is at your own risk.brbr Please remember to show your reservation confirmation for access to Sandy Beach at Lake Laurel.

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$892.05

/ Nightly

Private Vacation Home

Amazing Backyard Escape, 10 Minutes from Stockbridge | Cordelia by AvantStay

Lee, Massachusetts, United States

Experience the beauty of the Berkshires from Cordelia, your charming Massachusetts home with a chic cottage style and romantic outdoor spaces. Head to the backyard to find a brick patio and picturesque dining table that makes setting up an Insta-worthy spread a breeze. Gather around the firepit, doze off in the hammock, or play a round of cornhole in the yard. Inside, Cordelia welcomes you with a fireplace and TV in the front living room, a formal dining room, and a country-style kitchen with unique antique pieces. Spread out between five bedrooms before grabbing a glass of wine for a soak in the clawfoot tub upstairs. When you're ready, the Berkshires are packed with more outdoor activities, views, hikes, museums, and art exhibits than you could ever hope to see in one visit. We hope that means we'll be welcoming you more than once!brbrAvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips!brbrLocal Attractions: Berkshire Botanical Gardens, Bidwell House Museum, Mahaiwe Performing Arts Center, Norman Rockwell Museum, Hancock Shaker Village, Historic Deerfield, Jiminy Peak Mountain ResortbrbrVisiting the Berkshires is a must for anyone looking to pair a gorgeous natural landscape with an exciting cultural and culinary experience. The abundance of mountains, lakes, and woods here makes it easy to enjoy a wide range of outdoor activities, from rafting and fishing to ziplining and hiking. Stunning in any season, this region is famous for its food scene, which values local ingredients, and you’ll find many farm-to-table establishments in the southern areas. Explore classic New England architecture, a growing array of performing arts, and dozens of towns and trails. The Berkshires are waiting with variety and beauty you won’t find anywhere else.brbrHome Truths:br- This home allows pets for a fee. If undisclosed pets are brought into the home without AvantStay's approval there is a fine of $500 per pet.br- This home does not have AC.br- Please note our occupancy includes an additional two beyond bed count. Trifold floor mattresses and additional linens can be provided upon request.br- This home is located in the Berkshires, so you may encounter wildlife such as bugs and insects.brbrThis home comes with a pack n' play travel crib and a high chair available.brbr---brbrThe room configuration is as follows:brPrimary Bedroom: King bed w/ ensuitebrBedroom 2: Queen bedbrBedroom 3: Queen bedbrBedroom 4: King bedbrBedroom 5: Queen bedbrbr---brbrThis is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.brbrAs part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. brbrEvents or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. brbrThere is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.brbrAs a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.brbrIDs will be requested for verification after booking. All bookings over 30 days require a security deposit.brbrWe report and prosecute all Credit Card Fraud.

5

Bed

3

Bath

12

Sleeps

$261.38

/ Nightly

Private Vacation Home

stylish Berkshires Retreat

Lee, Massachusetts, United States

Stay comfortably in Lee at this 2-bedroom house. The space features two queen beds, offering plenty of room for a restful night. Guests can enjoy a welcoming atmosphere with heating and window air conditioning to keep things just right. A single bathroom includes a hair dryer for convenience. Whether you’re relaxing indoors or planning your next adventure, this terrific house provides a fantastic spot to unwind. A great place to call homebase while you're away, we hope you enjoy your stay.

Bed

Bath

Sleeps

$413.25

/ Nightly

Private Vacation Home

Sun Filled Lenox Retreat - Minutes to Tanglewood!

Lee, Massachusetts, United States

Enjoy all the Berkshires has to offer from this charming 3BR/2BA home base for up to 10 people just 5 minutes from downtown Lenox! Located in a scenic, quiet neighborhood ideal for walking and relaxing, it’s the perfect location to explore performing arts, museums, outdoor activities, and the quaint village centers nearby.brbrTop 4 Ski ResortsbrBousquet Mountain: 7.3 milesbrSki Butternut: 15.5 milesbrOtis Ridge Ski Area: 14.4 milesbrJiminy Peak Mountain Resort: 21.5 milesbrbrLenox Center – 5.8 milesbrTanglewood – 4.3 milesbrJacobs Pillow – 10.5 milesbrbrInside, you’ll find hardwood floors, a spacious and exceptionally well-equipped kitchen with plenty of counter space, and attractive furnishings throughout. The main level includes a living room with TV, a dining room (seats 10), a breakfast area, a family room off the kitchen, and a full shower bath. Patio doors open to a large deck overlooking a level backyard perfect for lawn games and outdoor dining.brbrUpstairs has a large bedroom with one queen bed and two twin beds, a second bedroom with a queen bed, and a third with a full bed. There’s also a full bath with tub/shower. A queen sleeper sofa and full bath on the main level allow for one-floor living if desired.brbrWe welcome well-behaved dogs on a case-by-case basis for a $65 fee per dog. Please message us for approval before booking.brbrYour stay includes access to a shed full of lawn games, toys, chairs, and more. We provide a portable crib, high chair, dog crate, and more. Just ask!brbrYou’ll enjoy full access to the house (except basement/garage), with plenty of parking in the driveway (6–8 cars). Contactless check-in is available, and our property management team is available 7 days a week for any assistance.brbrThis home is a thoughtfully outfitted short-term rental not cluttered with owner possessions and is professionally cleaned with green products after each stay.

Bed

Bath

Sleeps

$525.5

/ Nightly

Private Vacation Home

Stonebridge Cabin: Modern Amenities, Enjoy Nature!

Lee, Massachusetts, United States

Summary:brbrOur quiet, peaceful and nestled in the woods, is a meticulously updated modern retreat offers the quiet comfort of a home away from home. Only 5 minutes from town and in the heart of the Berkshires, this cozy cabin is a perfect escape from everyday life. Enjoy the fully appointed trappings of modernity—high-speed internet, a beautifully updated and well-stocked kitchen, hot tub, brand new stylish and comfortable furnishings, TV room, and more!brbrbrbrFind us on social media: @stonebridgecabinbrbrbrbrThe Space:brbrThis newly renovated, beautifully designed, and tastefully decorated home can accommodate 8 guests in 4 bedrooms and 2 bathrooms.brbrbrbrOur brand new, fully-stocked, and modern kitchen has all new stainless steel appliances, including a gas range for cooking, and a dishwasher to make cleaning up a breeze. We’ve stocked all the cooking and serving necessities, including cookware, pots, pans, plates, cups, silverware, and more. And of course, a coffee pot is available for your morning coffee. There are plenty of seats at the dining table to enjoy meals with family and friends. brbrbrbrTo help with sleeping arrangements, there are four bedrooms in total:brbr-Two bedrooms on the main level, each with queen size bedsbrbr-One bedroom upstairs with a queen size bedbrbr-One lower-level bedroom with two single bedsbrbrbrbrWe have two full bathrooms—one upstairs with tub and shower combo and one downstairs with a shower. brbrbrbrEverything you need for a great stay is included—toiletries, linens, towels, hairdryer, iron and ironing board, washing machines, detergent, and more!brbrbrbrThere’s plenty more to get excited about!brbr-Hot tub on the patiobrbr-Gas fireplace for cozy firesbrbr-Private deck outside with propane grillbrbr-Walkable to nearby Goose Pondbrbr-Acres of woods to explorebrbr-Smart TV with streaming capabilities in the spacious game roombrbr-Mini-split AC system in most rooms to keep the whole house cool this summerbrbr-Hardwood floors throughout with some area rugbrbr-Two steps to the front door and one one to enter the house through the foyerbrbr-Bring your furry friends, two dogs are allowed. $50 per dog per stay. Dogs must be at least one year old, sorry no puppies!brbrbrbrTHE INTERNETbrbr150+ MBPS internet is available throughout the house so you can work, stream your favorite shows, and stay connected during your Berkshires escape.brbrbrbrTHE HOT TUBbrbrRelax and let your worries melt away in our hot tub! We clean and maintain the hot tub regularly, so all you need to bring is a bathing suit.brbrbrbrPlease keep in mind:brbr-The booking guest must be at least 25 years old and must remain present at the property for the entire duration of the stay.brbrbrbrThe Neighborhood:brbrABOUT THE AREAbrbrLee is a charming and picturesque New England town nestled in the heart of the Berkshires. Stockbridge, Great Barrington, and many more lovely towns are all a short ride away. We provide a guestbook with plenty of recommendations on what to see, what to do, and where to dine in the area.brbrbrbrYEAR-ROUND ACTIVITIESbrbrSummer—Grilling, concerts, local attractions, and nearby Goose PondbrbrAutumn—Leaf peeping, fire pit s'mores, and plenty of hiking nearbybrbrWinter—Skiing, snowshoeing, cozy time by the fireplace, and hot tub soaks under the starsbrbrSpring—Family time indoors, hiking, biking, and exploring nearby townsbrbrbrbrOther Things to Note:brbrWe look forward to welcoming you soon! brbrStandard rules like no smoking, no partying, and being respectful of the neighbors apply.brbrBring your furry friends, two dogs are allowed. $50 per dog per stay. Dogs must be at least one year old, sorry no puppies!brbrbrbr-You must agree to the hot tub disclosure after booking for us to have it ready for you. brbrbrbrNo sweat on accidental & reported damage! Your rental includes an accidental reported damage waiver fee up to a maximum of $800. The cost to repair any accidental and reported damage to the rented property including any missing or broken items up to a maximum of $800 will be covered at no charge to you as long the damage is reported to your Host before you depart.brbr*Damage caused to the hot tub or by pets is not covered by the accidental damage waiver.

4

Bed

2

Bath

8

Sleeps

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$261.38

$413.25

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