Vacation Rentals By Owner In Lee, MA

This is the perfect Berkshire home to swim, hike, leaf-peep, ski, sled, engage in the cultural attractions of the neighborhood (Tanglwood, Jacobs Pillow, Shakespeare and Co etc.), RELAX and get away only minutes to Stockbridge main st, Lenox and Lee. brbrA 1/4 mile driveway takes you to a private vacation home on its own (2.5 acre) lake. A sophisticated aeration system runs 24/7, and keeps this one of the healthiest swimming holes in the Berkshires! The loudest sound is the water running out of the lake into the stream that empties into the Housatonic.brbrThe setting is gorgeous with a 5 person hot tub built into a large deck overlooking the water.brbrThe space:brbrA large great room with a stacked stone fireplace is the center of activity. The house is 2500 sq ft, featuring 3 bedrooms, 3 full baths, and a large sun-room with a (brand new!) sofa bed with memory foam mattress for extra company.brbrTotally open floor plan downstairs, you have a kitchen and dining area open to the Great Room, with a cathedral ceiling all overlooking the water.brbrOutside is a large wrap around deck with a hot tub built into the deck. At night, you can take a wonderful soak while studying a sky that is filled with stars.brbrThere is also a fire pit to make s'mores, and plenty of open area behind and in front of the house for activities. There is a ping pong table in the back as well.brbrThe house sits on 36 private acres, with hiking, swimming and fishing as some possible activities. Across 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. But TOTAL privacy!brbrThe Massachusetts Turnpike is 5 minutes away. Driving time to Boston is 2 hours, and New York City is 2.5 hours.brbrSummer: brWe are 10 min to tanglewood, Shakespeare and Co, the Norman Rockwell Museum and 15 min to Jacobs pillow. A short drive (per above) to all the other wonders of the Lee/Lenox/Stockbridge/Great Barrington area!brbrWinter: brIn the winter there is a huge sledding hill on our property right behind the house. We are 15 min drive to the awesome Butternut and Bousquet Ski Areas and 30 min to Catamount.brbrOther things to notebrbrArrival is 5:00 pm.brDeparture is 12:00 noonbrbrCentral air, and ceiling fans in every room.brbrTurkeys, ducks, and Heron are your only neighbors.brbrFloor Area: 2500 sq. ft.brbrOccupancy: Suggest 6 (it is a three bedroom), 8 is possible comfortably (using the sun room which has a queen pull out) and there are beds for 11 but would be tight and subject to our approval (aka families with small kids this would be appropriate, 11 adults less so).brbrNon smoking onlybrbrChildren welcomebrbrLocation Type: Lake View/Lakefront, water view/waterfront brbrTheme: Away From It All, Family, Couples, Friends brbrWhat we have: brCentral A/C, Basic Soaps, Internet Access, TV, Ceiling Fans, Clothes Dryer, Fireplace, Firewood, Hair Dryer, Heating, Linens, Local maps, Local restaurant guide, parking, towelsbrbrKitchen: Blender, coffee maker, cooking utensils, dishes/utensils, dishwasher, freezer, grill, microwave, oven, fridge, stove, toasterbrbrThe master bedroom is on the main floor which has a new King Size Four Season Mattress, overlooking the water. The new (2020) hot tub is on the deck outside the master bedroom. There is a full bath in the master bedroom. Sunroom has a queen sofa-bed There is a second full bath on the main floor as well. Upstairs are two bedrooms, one with a queen and a daybed/twin, and one with a twin over full bunk bed and a daybed/twin. There is a third full bath upstairs.brbrNote that 100% of the cleaning fee is passed on directly to a local family-owned cleaning business, Berkshire Family Cleaning. brbrCapacity:br8 guests are welcome as long as at least 2 are children. No more than 6 adults.brbrLastly - know that if you are interested in MORE space close by, check out our other listing next door: Prop ID 2083033br

Spectacular setting on your own private lake close to it all!

Lee, Massachusetts, United States

Bed

Bath

Sleeps

$216

After a day of mountain adventures , our Resort in the Berkshires is the perfect New England-y place to unwind and kick off those hiking boots. Take the whole family for a relaxing indoor swim, enjoy a flick at our onsite movie theater, and end your evening with a toast at the Beartree Bar. brbr• Pools, Gym, Movie Theater and mini golf  br• Accommodate up to 6 people  br• One guest in the party, must be at least 21 y/o or older.    brbr* U$10 PER NIGHT OF RESORT FEE.  br**Additional charge brbrWe offer multiple units at this property, all of them consistently designed to give you a beautiful place to stay. While the style is consistent, the layout and view may vary by apartment.  br  br• Apartment style accommodation with 823 square feetbr• Queen-size bed and pullout sleeper sofa br• Fully equipped kitchen br• Two full bathsbr• TV in living room and bedroom br• Accommodate up to 6 people  brbrBEDROOM 1 - 1 Queen bed  brBEDROOM 2 - 1 Queen bed  brLIVING ROOM – 1 Pullout sleeper sofa     brbr• FREE PARKINGbr• Two Outdoors Pools (opened Seasonally), Two Indoor Poolsbr• Hot Tubbr• Heating and air conditioningbr• Towels & Linenbrbrbr***** PLEASE NOTE *****brThis is a Resort Villa style unit, you will have your unit assigned upon arrival, ALL units have the same quality and specification, location may vary. brbrbr***** LONG STAYS INFO:  brWe do provide a starter kit for each unit with toiletries, toilet paper, paper towel, dish washer, detergent, etc. brbrYou will check in at the front desk , The person whose name is on the booking must be the one that will check in, name changes only can be made up to 7 days before arrival and have a cost of $50 American dollars.brbrCheck-in time: 4:00pm  brCheck-out time: 10:00am  brAny late check out inquire, must be discussed direct in the property`s front desk. brbrSECURITY DEPOSIT: Resort will require a deposit for incidentals or damages at check-in. You can use a credit or debit card , the deposit is U$115 per apartment. This is a preauthorization, not charged and released at check-out if not needed. Credit cards usually are refund in 2-3 days, while debit cards can take longer. Please contact your financial institution for more details.    brbrRESORT FEE: The amount of $10 + tax will be charged per night of your stay ( it is not per person ) this amount will cover Wi-Fi, Shuttle to the Strip and other amenities. This amount is NOT included in your price.  br  brbrThis is a timeshare resort, you are MY GUEST, that means you HAVE NOT to attend any timeshare presentation.  brTimeshare tour is not required but may be offered by the resort for incentives.  brWE DO NOT promote, endorse or encourage any sales pit however is up to you to accept in case it is offered, again, you are not required.  br  brbrPLEASE CHECK OUR CANCELATION POLICY. Always is smart to buy a travel cancelation insurance, this way you always can have full refund in case you cancel.  brbr**Once the reservation is confirmed, it is NOT possible to change dates and for changing names there will be a fee of €50.  br  brbrRules for change of names:  brbr1. Name changes may be accepted up to 7 (seven) days before check-in. Note that on some special and promotional dates the name change is not accepted.  brbr2. Each name change has an additional rate of € 50. brbr

Great Place - 2 BD - Kitchen - Pool 

Lee, Massachusetts, United States

Bed

Bath

6

Sleeps

Welcome to Brookside Farm, a 5000sqft one level farmhouse on 70 acres of woodlands and fields with a large pond that yields bass, wood ducks, geese, and birds of many species. A short walk or ride to town/restaurants, groceries. Entertain family and friends, explore the outdoors, walk or ride our private trails, or just enjoy the peacefulness.

Large Country farmhouse in the Berkshires.

Lee, Massachusetts, United States

Bed

Bath

Sleeps

$298

This lovely lakefront cottage has been a favorite family gathering place of ours for 30 years. It sits on picturesque Lower Goose Pond in the heart of the Berkshires. brbrThe property is situated on a dead end street of a private lake community. The house is just over 1,000sf with a deck overlooking a large yard and the lake. The lakefront yard is big enough for a family game of whiffle ball or to throw a frisbee around. The first floor has the kitchen, living room (with a couch to sleep 5), a full bathroom, and a bedroom with a full size bed. Ascend a wooden spiral staircase to access the spacious master bedroom and bath. Outdoor furniture and a gas grill off the kitchen make outdoor dining easy. The kitchen is stocked with pots and pans, as well as dishes and other essentials. We provide bed linens and bath towels, and there is a washing machine and dryer in the basement.brbrThere is a dock on the property, and two kayaks and a canoe are available for your use. There is a public boat launch nearby if you want to bring your own powerboat, sailboat or jet ski. Clear water makes for great swimming. The main lake is connected to Upper Goose by a small estuary. Approximately 30-45 minutes by kayak or canoe, Upper Goose is environmentally protected and free from development – just the lake, surrounding mountains, and unspoiled nature. brbrPlease note that the cottage is not winterized, so it is available in spring, summer, and fall.brbrThe cottage is walking distance to the Appalachian Trail, and a short drive to Lee (close enough to bike to), the Outlets, Tanglewood, and all that the Berkshires has to offer. We hope you will make this your base for a summer vacation, and relax, enjoy the lake, the Berkshires, and the peaceful setting as much as we do!

Lovely Lakefront Cottage, Peaceful Setting, Hiking And More

Lee, Massachusetts, United States

Bed

Bath

Sleeps

$226

After a day of mountain adventures , our Resort in the Berkshires is the perfect New England-y place to unwind and kick off those hiking boots. Take the whole family for a relaxing indoor swim, enjoy a flick at our onsite movie theater, and end your evening with a toast at the Beartree Bar.brbr• Pools, Gym, Movie Theater and mini golf  br• Accommodate up to 6 people  br• One guest in the party, must be at least 21 y/o or older.    brbr* U$10 PER NIGHT OF RESORT FEE.  br**Additional charge brbrThe spacebrWe offer multiple units at this property, all of them consistently designed to give you a beautiful place to stay. While the style is consistent, the layout and view may vary by apartment.  br  br• Apartment style accommodation with 823 square feetbr• Queen-size bed and pullout sleeper sofa br• Fully equipped kitchen br• Two full bathsbr• TV in living room and bedroom br• Accommodate up to 6 people  brbrBEDROOM 1 - 1 Queen bed  brBEDROOM 2 - 1 Queen bed  brLIVING ROOM – 1 Pullout sleeper sofa     brbr• FREE PARKINGbr• Two Outdoors Pools (opened Seasonally), Two Indoor Poolsbr• Hot Tubbr• Heating and air conditioningbr• Towels & Linenbrbrbr***** PLEASE NOTE *****brThis is a Resort Villa style unit, you will have your unit assigned upon arrival, ALL units have the same quality and specification, location may vary. brbrbr***** LONG STAYS INFO:  brbrWe do provide a starter kit for each unit with toiletries, toilet paper, paper towel, dish washer, detergent, etc. brbrGuest accessbrYou will check in at the front desk, The person whose name is on the booking must be the one that will check in, name changes only can be made up to 7 days before arrival and have a cost of $50 American dollars.brbr  brCheck-in time: 4:00pm  brCheck-out time: 10:00am  brAny late check out inquire, must be discussed direct in the property`s front desk. brbrOther details to notebrbrSECURITY DEPOSIT: Resort will require a deposit for incidentals or damages at check-in. You can use a credit or debit card , the deposit is U$115 per apartment. This is a preauthorization, not charged and released at check-out if not needed. Credit cards usually are refund in 2-3 days, while debit cards can take longer. Please contact your financial institution for more details.    brbrRESORT FEE: The amount of $10 + tax will be charged per night of your stay ( it is not per person ) this amount will cover Wi-Fi, Shuttle to the Strip and other amenities. This amount is NOT included in your price.  br  brbrThis is a timeshare resort, you are MY GUEST, that means you HAVE NOT to attend any timeshare presentation.  brTimeshare tour is not required but may be offered by the resort for incentives.  brWE DO NOT promote, endorse or encourage any sales pit however is up to you to accept in case it is offered, again, you are not required.  br  brbrPLEASE CHECK OUR CANCELATION POLICY. Always is smart to buy a travel cancelation insurance, this way you always can have full refund in case you cancel.  brbr**Once the reservation is confirmed, it is NOT possible to change dates and for changing names there will be a fee of €50.  br  brbrRules for change of names:  brbr1. Name changes may be accepted up to 7 (seven) days before check-in. Note that on some special and promotional dates the name change is not accepted.  brbr2. Each name change has an additional rate of € 50. br

Great Place - 2 BD - Kitchen and Pool 

Lee, Massachusetts, United States

Bed

Bath

Sleeps

$326

Come enjoy a quiet getaway in Western Massachusetts.br2 bedrooms, (3 beds, 1 Queen, 1 Double and 1 twin) 1 bath, open kitchen, living, dining, area. Approximately 1500 total sqft. 3 season room and open private deck with commanding views of October Mountain. All new furniture, bedding, appliances and totally renovated bathroom and laundry room. YouTube TV, smart TV and high speed guest wireless on site. Backyard fire pit. Gas BBQ grill on the back deck for spring, summer and fall. Enjoy morning coffee in the sun porch or on the back deck.. Big Y Supermarket, fitness center, liquor store and access to I-90 within 1 mile. 5 miles to Tanglewood, 4 miles to Stockbridge Theater, 8 miles to Jacob’s Pillow. 11 miles to the Ashuwillticook Rail Trail.brButternut Ski Area 13 milesbrBousquet Mountain 9.8 milesbrJiminy Peak Mountain Resort 24 milesbrCatamount Mountain Resort 19 MilesbrCanterbury Farm Cross Country Ski Area 9.8 milesbrKeyless entry EV (Tesla) charging station is 1 mile away.brbr*Rest assured that we are taking extra care to disinfect frequently touched surfaces between reservations. Perfect for a stay vacation, as a work-from-home alternative, or for families.br

Apartment

1500 sqft private entrance with beautiful views of the Berkshire Mountains

Lee, Massachusetts, United States

Bed

Bath

5

Sleeps

$1,114

** Check out the Playhouse on the Netflix series The World's Most Amazing Vacation Rentals. It's included in the Gourmet Stays episode.**brbrThe Playhouse is the PERFECT venue to house friends and families of brides and grooms. Unfortunately WE CANNOT ACCOMMODATE WEDDINGS. brbrFeatured in Berkshire and Boston Magazines, #1 on VRBO in the Berkshires.brbrBuilt by Westinghouse and then part of a Vanderbilt Estate, and the first property in the world to be powered by AC electricity, The Playhouse is a renovated iconic Berkshires property that once served as a theater space for America's greatest innovators, with visitors from President McKinley, to Nikola Tesla and Lord Kelvin, and is now hung with fine art, and includes an in-house yoga studio, two kitchens, seven sleeping areas and five bathrooms; amenities include lakefront access (an 8 min walk), and the best Berkshire views. Come relax at this historic home under 25' cathedral ceilings, connect with friends and entertain inside, or on the Victorian-style courtyard.brbrWe are close to multiple ski resorts:brBousquet 11 minbrButternut 20 minbrCatamount 30 minbrJiminy Peak 35 minbrbrFeel good about your stay: all electricity comes from our rooftop solar panels. We reduce plastic waste by using eco-friendly soaps and cleaning products (with reusable containers). brbrOne 84 smart TV and (2) 60 screens for family movie viewing (Netflix, Amazon Prime, HBO, etc). As we encourage unplugging, the house does not have cable tv.brbrNearby: Wyndhurst Manor and Club (Golf and Spa), Tanglewood, Shakespeare and Company, The Mount and Jacob's Pillow (we LOVE Jacob's Pillow) performances are all within a few minutes of this centrally located property on the Lee/Lenox border. Stockbridge and West Stockbridge are also nearby. Property management is on call to assist.brbrA welcome basket of local goods and fresh cut flowers greet your party.brbrBreakdown of sleeping areas with a number for each bed below:brbrBed 1) Primary suite with queen bed, sitting area overlooking Victorian courtyard and in-suite bath and pedestal bathtub with a viewbrbrBeds 2, 3) Main floor bedroom with two twin bedsbrbrBed 4) Main floor bedroom with a full size bedbrbrBed 5) Main floor bedroom with a queen bedbrbrBeds 6, 7) Loft / office with queen and twin sleepers (semi-private)brbrBed 8) Downstairs bedroom with queen bed and dedicated bathbrbrBed 9) Downstairs main room one convertible queen sleeperbrbrBeds 10-15) Downstairs 600 square foot yoga room is convertible to a bedroom with dedicated bath. One convertible full sleeper and five high-end queen Aerobeds can be set up therebrbrThe five bathrooms have radiant floor heating and there is a pedestal tub in the Primary Suite; all bathrooms with custom reclaimed 300-year old heart wood vanities finished in the Japanese shou sugi ban style.brbrCentral air conditioning and heating is by high efficiency heat pump.brbrThe Playhouse is for residential use only, and the rental policy includes the requirement to adhere to the Rules and Regulations noted in the Rental Agreement.brbrThe maximum number of guests is 20, but there is an additional $30/day per guest above 14.

The Playhouse: 7,000 Square Feet of Berkshires Modern Luxury and History

Lee, Massachusetts, United States

Bed

Bath

Sleeps

$1,276

The exquisite Deluxe Schoolhouse Suite provides an impeccable setting for your holiday. Lounge next to the gas-operated fireplace or enjoy your room-delivered breakfast in its king-sized canopy bed with a Schiffman mattress. Its lovely period-inspired details combined with the 60-80 inch Smart television, Alexa Enabled Alarm Clock, telephone, high speed wireless, in-room refrigerator, Keurig coffee/tea ensemble, single whirlpool bath, heated towel bar, and terry cloth robes to give you the best of old and new.With French-inspired design and nine exceptional rooms, this nineteenth-century parochial school turned country inn possesses a unique character that celebrates it as a truly distinctive landmark in the beautiful Berkshire Hills. Located in the heart of Lee, Massachusetts, this unique historic hostelry has delighted guests since its opening in 1990. The Inn offers spacious 500-square foot suites which include elegant canopied beds, comfortable sitting areas with warming fireplaces to end a day on the slopes, private baths with soothing whirlpool tubs, a desk, phone, and cable television. Eight-foot windows and embossed thirteen-foot ceilings, designer fabrics, and the original blackboards contribute to the ambiance of this gracious Inn.brThis reservation has a Super Flexible cancellation policy - refunds will be issued up to 14 day prior to the check in date.brA 100% refund is provided for travellers cancelling at least 14 days before check-in. A 50% refund is provided for travellers cancelling from 7 to 13 days before check-in. No refunds are provided for travellers cancelling less than 7 days prior to check-in. CanadaStays Booking Fees are refundable if you cancel within 48 hours of placing your booking request.brOur house rules: not suitable for infants under 2, not suitable for children aged 2 - 12, primary renter must be 25 or older, no smoking, no parties or events, no pets.

Romantic Boutique Hotel / Bed and Breakfast - Deluxe Schoolhouse Suite

Lee, Massachusetts, United States

Bed

Bath

Sleeps

$1,276

Our romantic Firespa suite with a Jacuzzi for two with a smokey mirrored surround, terry cloth robes and slippers, heated towel bar, period Inspired 1800's slate blackboards, king-sized bed; gas-operated fireplace; comfortable lounging chairs; a 70-inch wall mounted smart television with Blu-ray, DVD, Netflix, and HDMI port for your computer; in-room refrigerator; high speed wireless internet; Keurig coffee/tea ensemble; and setup for wine or champagne. Round out the romantic experience with a breakfast delivered to your door to share in bed. Amenities Keurig Coffee Maker Heated Towel Bar FREE High Speed Wireless USB Charging Station DVD Player Gas Fireplace Central Heat and A/C LCD TV w/ HDMI Refridgerator Single Person Whirlpool Tub Terry Robes and Slippers In-Room Massage Availible Telephone IPhone Dock Weighing Scale VCR Room Delivered Breakfast Availible Iron and Ironing Board Hair dryer Jacuzzi for Two Free Local And Long Distance Calls Bath and Bodyworks Toiletries Daily Local NewspaperWith French-inspired design and nine exceptional rooms, this nineteenth-century parochial school turned country inn possesses a unique character that celebrates it as a truly distinctive landmark in the beautiful Berkshire Hills. Located in the heart of Lee, Massachusetts, this unique historic hostelry has delighted guests since its opening in 1990. The Inn offers spacious 500-square foot suites which include elegant canopied beds, comfortable sitting areas with warming fireplaces to end a day on the slopes, private baths with soothing whirlpool tubs, a desk, phone, and cable television. Eight-foot windows and embossed thirteen-foot ceilings, designer fabrics, and the original blackboards contribute to the ambiance of this gracious Inn.brThis reservation has a Super Flexible cancellation policy - refunds will be issued up to 14 day prior to the check in date.brA 100% refund is provided for travellers cancelling at least 14 days before check-in. A 50% refund is provided for travellers cancelling from 7 to 13 days before check-in. No refunds are provided for travellers cancelling less than 7 days prior to check-in. CanadaStays Booking Fees are refundable if you cancel within 48 hours of placing your booking request.brOur house rules: not suitable for infants under 2, not suitable for children aged 2 - 12, primary renter must be 25 or older, no smoking, no parties or events, no pets.

Romantic Boutique Hotel / B&B - Deluxe Firespa Suite

Lee, Massachusetts, United States

Bed

Bath

Sleeps

$1,276

La Chambrette is our economy oriented Little Chamber, a room as charming as its name. Its private bath with a whirlpool tub, a small sitting area with a gas-operated fireplace, telephone, television and room-delivered breakfast provide for all your basic needs.With French-inspired design and nine exceptional rooms, this nineteenth-century parochial school turned country inn possesses a unique character that celebrates it as a truly distinctive landmark in the beautiful Berkshire Hills. Located in the heart of Lee, Massachusetts, this unique historic hostelry has delighted guests since its opening in 1990. The Inn offers spacious 500-square foot suites which include elegant canopied beds, comfortable sitting areas with warming fireplaces to end a day on the slopes, private baths with soothing whirlpool tubs, a desk, phone, and cable television. Eight-foot windows and embossed thirteen-foot ceilings, designer fabrics, and the original blackboards contribute to the ambiance of this gracious Inn.brThis reservation has a Super Flexible cancellation policy - refunds will be issued up to 14 day prior to the check in date.brA 100% refund is provided for travellers cancelling at least 14 days before check-in. A 50% refund is provided for travellers cancelling from 7 to 13 days before check-in. No refunds are provided for travellers cancelling less than 7 days prior to check-in. CanadaStays Booking Fees are refundable if you cancel within 48 hours of placing your booking request.brOur house rules: not suitable for infants under 2, not suitable for children aged 2 - 12, primary renter must be 25 or older, no smoking, no parties or events, no pets.

Romantic Boutique Hotel / Bed and Breakfast - Standard King With Gas Fireplace

Lee, Massachusetts, United States

Bed

Bath

Sleeps

$1,276

A traditional room with great charm, L'Atelier is completely handicapped accessible. This room, with its queen-sized bed, telephone, television, private bath with a standard tub, and room-delivered breakfast is an excellent choice for the economy oriented. AMENITIES FREE High-Speed Wireless USB Charging Station DVD Player Central Heat and A/C LCD TV w/ HDMI Telephone Room Delivered Breakfast Available Iron and Ironing Board Hair dryer Free Local And Long Distance Calls Bath and Bodyworks Toiletries Daily Local NewspaperWith French-inspired design and nine exceptional rooms, this nineteenth-century parochial school turned country inn possesses a unique character that celebrates it as a truly distinctive landmark in the beautiful Berkshire Hills. Located in the heart of Lee, Massachusetts, this unique historic hostelry has delighted guests since its opening in 1990. The Inn offers spacious 500-square foot suites which include elegant canopied beds, comfortable sitting areas with warming fireplaces to end a day on the slopes, private baths with soothing whirlpool tubs, a desk, phone, and cable television. Eight-foot windows and embossed thirteen-foot ceilings, designer fabrics, and the original blackboards contribute to the ambiance of this gracious Inn.brThis reservation has a Super Flexible cancellation policy - refunds will be issued up to 14 day prior to the check in date.brA 100% refund is provided for travellers cancelling at least 14 days before check-in. A 50% refund is provided for travellers cancelling from 7 to 13 days before check-in. No refunds are provided for travellers cancelling less than 7 days prior to check-in. CanadaStays Booking Fees are refundable if you cancel within 48 hours of placing your booking request.brOur house rules: not suitable for infants under 2, not suitable for children aged 2 - 12, primary renter must be 25 or older, no smoking, no parties or events, no pets.

Romantic Boutique Hotel / Bed and Breakfast - Standard Queen Handicap Accessible

Lee, Massachusetts, United States

Bed

Bath

Sleeps

$1,276

The regal king-sized canopy bed and the charming sitting area merge with modern amenities - a gas-operated fireplace, telephone, television, private bath with whirlpool tub, terry cloth robes, coffee/tea ensemble, and room-delivered breakfast - to create an inviting, romantic and relaxing environment.With French-inspired design and nine exceptional rooms, this nineteenth-century parochial school turned country inn possesses a unique character that celebrates it as a truly distinctive landmark in the beautiful Berkshire Hills. Located in the heart of Lee, Massachusetts, this unique historic hostelry has delighted guests since its opening in 1990. The Inn offers spacious 500-square foot suites which include elegant canopied beds, comfortable sitting areas with warming fireplaces to end a day on the slopes, private baths with soothing whirlpool tubs, a desk, phone, and cable television. Eight-foot windows and embossed thirteen-foot ceilings, designer fabrics, and the original blackboards contribute to the ambiance of this gracious Inn.brThis reservation has a Super Flexible cancellation policy - refunds will be issued up to 14 day prior to the check in date.brA 100% refund is provided for travellers cancelling at least 14 days before check-in. A 50% refund is provided for travellers cancelling from 7 to 13 days before check-in. No refunds are provided for travellers cancelling less than 7 days prior to check-in. CanadaStays Booking Fees are refundable if you cancel within 48 hours of placing your booking request.brOur house rules: not suitable for infants under 2, not suitable for children aged 2 - 12, primary renter must be 25 or older, no smoking, no parties or events, no pets.

Romantic Boutique Hotel / Bed and Breakfast - SchoolHouse Suite

Lee, Massachusetts, United States

Bed

Bath

Sleeps

$510

Welcome to the beautiful Lakeside Condominiums at Fox Hollow in Lenox/Lee, MA. This newly furnished condo is spacious and light filled, overlooking the stunning hills of the Berkshires. The complex has a large pool, tennis courts and an on site property manager. There are 4 bedrooms that will sleep 8 comfortably plus a sleeper that can accommodate another 2 adults. Property is in both Lenox and Lee, but is less than 2 miles from the center of charming Lenox. You are minutes from Tanglewood Music, The Shakespeare Festival, Jacob’s Pillow and so many other cultural institutions. You are about 45 minutes from Mass MOCA and about an hour from the Williamstown Theatre Festival. The property is steps away from a beautiful lake that can be used for kayaking. You will never run out of things to do in the summer!

Condo

Elegant 4 BR condo in Lenox, MA- completely new- 3 min from Tanglewood

Lee, Massachusetts, United States

Bed

Bath

9

Sleeps

Enjoy the tranquility and comfort of a four-season country getaway. This newly renovated luxury vacation rental is housed in a 200 year old Carriage House situated on 32 pastoral acres with total privacy and separate entrance. Tucked away between Lenox and Stockbridge, the quaint little town of Lee is only minutes from the Berkshires’ most famous attractions including Tanglewood Music Festival, Jacobs Pillow, Shakespeare & Company and Barrington Stage. A spacious 2 bedroom / 2 bath 875 sq. foot unit features newly decorated furniture throughout. Your private parking space is only feet away from the French doors leading into your full service, eat-in kitchen. The oversized, sunny living room connects to a secluded outdoor garden patio with tables, chairs, umbrella and BBQ. The master bedroom with its Queen bed and the guest bedroom with twin beds is ideal for a couple, a family or a 2 couple setting.brbrCome relax and enjoy the comforts and conveniences of home with cable, wifi, heat & air-conditioning, washer / dryer, a fully stocked kitchen including dishes, glasses, utensils, dishwasher, microwave, garbage disposal coffee pot & toaster. Linens and towels provided as well for bedrooms and bathrooms. brbrThe Berkshires is the ideal getaway offering cultural events, fine-dining, outdoor activities, shops, antiques, theatre and so much more and the Carriage House puts you right in the center of it all!

Cottage

2 Bedroom/2 Bath Vacation Rental in the Berkshires

Lee, Massachusetts, United States

Bed

Bath

Sleeps

Beautiful old home in Lee Massachusetts. Two bedrooms one bath on a quiet street in Lee Massachusetts. A front porch to enjoy your morning coffee and afternoon drinks. Air conditioning in both bedrooms. Great location to get away and enjoy the fresh air, mountains and lakes of the Berkshires.

Berkshire Get away

Lee, Massachusetts, United States

Bed

Bath

3

Sleeps

Enjoy all the Berkshires has to offer from this charming 3BR/2BA home-base in Lenox. Drive 5 minutes to downtown Lenox & 8 minutes to Tanglewood. Go for a hike at nearby October Mountain, Pleasant Valley or Tyringham Cobble. Kick off your shoes and relax on the deck after a fun day out! The neighborhood is quiet & a local deli/market is a short walk! Welcome to your perfect Berkshires getaway home!brbrGreat home for short- or long-term stay. Please ask about discounts.brbrPets are case-by-case.

Sun-Filled Lenox Retreat - Minutes to Tanglewood!

Lee, Massachusetts, United States

Bed

Bath

Sleeps

$830

This 4 bedroom, 6 bath home takes advantage of its prime location on Laurel Lake, offering breathtaking waterfront views from every room and featuring a long list of amenities for a relaxing stay during any season, including ensuite bathrooms for every bedroom, a rooftop deck, lakeside patio, sauna, hot tub and kayaks. brbrThis 4000+ square ft. retreat was recently updated in October of 2022 by Vrbo and The Home Depot as part of a Berkshires Home Makeover project. During the makeover, all four bedrooms, the entrance, rooftop deck, and top floor, downstairs kitchen, dining room and living spaces were updated using furniture, home décor and more from The Home Depot. brbrWhile you may never want to leave the beauty of Laurel Lake and its stunning sunsets and fall foliage, this home is centrally located to all that the Berkshires has to offer: 5min to: Lenox, Stockbridge, Tanglewood 15-20min to: Jacob's Pillow, Hancock Shaker Village, Mount Greylock, Mass MoCA, Norman Rockwell Museum, and too many hikes and trails to mention. Looking for a cozy base for your winter sports This home is an easy drive to Butternut (20min) Catamount and Jiminy Peak (35min).br_______________________________________brThis Laurel Lake retreat boasts 4000+ square feet, with 4 large bedrooms (king, queen, queen and 2 twin, all with lake views and each with a private bath. There is a wonderfully spacious family connected to a large kitchen area with a walkout to the patio on the lake.

Berkshires Home Makeover ~ Immaculate Lakefront Getaway ~ Dreamy Sunsets!

Lee, Massachusetts, United States

Bed

Bath

Sleeps

$806

*******Perfect Home for 1 to 12 People*******br 5 BR's with 2 King Beds + 2 Queen Beds + 4 Twin BedsbrbrFabulous 3800 sq. ft. Lee home in a private lake community, in the welcoming Berkshires. Situated on 4 wooded acres on a quiet country road, private but seconds from your welcoming neighbors. This pristine home features two master bedroom suites plus 3 additional bedrooms plus 5 bathrooms. Especially featuring:br br - cozy spacious living room with vaulted ceilings & skylightsbr - fully equipped kitchen with adjacent large kitchen dining table br seating 8-10br -oversized 25 foot long dining room with hand rectangularbr table seating 18-20 with oversized Anderson sliding doors.br -Table pads stored in hand made dining room buffet unit.br - exterior 25 foot long screened porch with designer furniture, br paddle fans, overhead lighting & skylightsbr - outdoor screened in grilling deck with a Weber gas bar-b-quebr - interior balcony overlooking a warm stone fireplace reaching br up to the ceilingsbr -graceful hardwood floors throughout the housebr -full finished basement with an oversized laundry room with br new extra large washer & dryerbr -full sized ping pong tablebr -large walk in closetsbr -half bathroom br -easy access to our drive in garagebrWalk to our private community newly resurfaced tennis courts. Easy 5 minute walk to our private sandy bottom beach on the cleanest lake in the Berkshires, swimming, boating, canoeing and sailing area. Just minutes to Tanglewood, Jacob's Pillow, Norman Rockwell Museum, Lenox, Stockbridge, Great Barrington, golf courses & shopping. Close to ski areas and 7 minutes drive to the Big Y and friendly town of Lee.brbr Newly Decorated & So Comfortable!brbrOur home offers laptop computers with high speed wireless internet access included; marble bath and cedar master bedroom & cedar walk-in closet; 7 Smart TV's with cable; ceiling fans in all rooms; tri-zone central A/C; over sized basement & attached garage with electric door opener. ************br**ASK ABOUT SPECIAL RATES FOR COMBINING HOLIDAY WEEKS**br **ASK ABOUT LABOR DAY WEEK SPECIAL**br Perfect Home for 1 to 12 People*brHolidays are special rates as listed and you may chose how long you wish to stay.br*Price may vary depending on the number of familiesbrbr MAKE MEMORIES IN OUR WARM WELCOMING HOMEbr Property is available for an August full month rental PLUS extend your rental from July 22 through 31.

Stunning Berkshire custom luxury home in private wooded community- walk to lake

Lee, Massachusetts, United States

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View our Superhost reviews here: https://www.airbnb.com/rooms/26598493 brpreview_for_ml=true&source_impression_id=p3_1675480522_eu%2FtpgiC6nPHXEXjbrbrWe are nestled at the foot of October Mountain State Forest, yet close to the centers of Lee, Lenox, & Pittsfield. Our charming house was built in 1817- original wood beams, wood floors, and quite a history.brbrWhether you enjoy skiing, exploring local restaurants & downtowns, venturing outdoors or experiencing the local art scene, the Berkshires has something for everyone. Our little farmhouse serves as the perfect home base for all of your Berkshire adventures.brbrOur charming farm-house is 800 sq. ft. It's cozy, quaint, and very sweet.brbr|The Space|brbrThe FIRST FLOOR contains the kitchen, bathroom, and living room. The SECOND FLOOR contains the upper room & bedroom. *YOU MUST BE COMFORTABLE CLIMBING STAIRS TO STAY HERE.*brbrLiving room: Roku SmartTV (we do not have cable) two sofas, dining nook, washer & dryer, original wood floors, a record player with vintage records, exposed original beams & vaulted ceiling.brbrKitchen: kitchen range, refrigerator, microwave, coffee maker, tea kettle, kitchen toolse, bowls & plates, silverware, sink. Coffee, tea, & oatmeal provided. Beautiful vaulted ceilings with original wood beams.brbrBedroom: original wood floors, original wood beams & vaulted ceiling, king size bed, blankets, two dressers, closet with hangers, air conditioner in the summer months.brbrUpper room: wood floors, original wood beams & vaulted ceilings, loveseat, small work desk, books to gander at.brbrBathroom: toilet, sink, mirror, bathroom storage, hair dryer, shower with amenities provided (towel sets, shampoo, conditioner, body wash).brbrYard, Front Porch, & Back Deck: Feel free to enjoy our beautiful, .5 acre backyard. We have a beautiful back deck off of the kitchen. Read a book, lounge in the sun, or just relax.brbr|Guest Access|brYou'll have access to every part of the house besides the basement. It will only be YOU staying here. We do not live here.brbrParking: We have two parking spaces in front of our house. Accommodates 2 vehicles.brbr|Other Things to Note|brbr-We call this a farmhouse because it reflects the original style of one and WAS one (two hundred years ago)- not because the house is on a farm. brbr- There is not good cellular service at this property. We DO provide WiFi. We recommend setting up WiFi calling on your cell phone prior to your arrival.brbr-Our king bed fits two people. If you need another sleeping space, there is a queen air mattress stored in the upper room (we also provide linens for the air mattress- will be brought out upon request). brbr- Our stairwell is more narrow than most and gets you to the upper room & bedroom. You must travel down them to use the bathroom. *IF YOU ARE DISABLED OR UNCOMFORTABLE WITH STAIRS, THIS MAY NOT BE THE SPACE FOR YOU.* You will have to navigate stairs while staying here.brbr- We do not have a clothing iron. Our dryer does, however, have a steaming feature.brbr- Absolutely no smoking of any kind inside of the house.brbr- Fire-pit is not available for guest use.

Agritourism

Historic 1817 Berkshire Farmhouse- Close to Everything!

Lee, Massachusetts, United States

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