Vacation Rentals By Owner In Lakewood, NY

Relaxing Lakeview house in Lakewood at Chautauqua Lake! This fully renovated home has 4 bedrooms (including first floor master), 2 full baths and 2 half baths, central AC, washer/dryer, propane grill and large level yard with lakeview and public dock access across the street. Off-street paved driveway parking is provided for four vehicles with an additional side pull-in that will fit two vehicles. There are two separate outdoor seating areas for enjoying the refreshing lake breezes.

Lakeview Luxury, Lakewood 4 bdrm 2 full 2 1/2 bath. Certificate # 25-0001

Lakewood, New York, United States

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$185.69

Unwind in Lakewood at this charming house perfect for a relaxing getaway. With two cozy bedrooms and a well-appointed bathroom, guests find comfort and ease throughout their stay. The space feels tranquil, inviting you to slow down and enjoy peaceful moments indoors. Whether you’re curling up with a good book or catching up with friends, this amazing retreat offers a warm and welcoming atmosphere. We hope you enjoy what our place and Lakewood has to offer.

Wonderful 2-bedroom house in Lakewood perfect for relaxing getaways

Lakewood, New York, United States

Bed

Bath

Sleeps

Exceptional(3)

$280.2

**Make yourself at home. Unwind & be sure to enjoy the porch, the fire pit, and take a walk to enjoy the lake views. Enjoy a record player, hand selected books, games, upscale coffee, and cozy nooks. This space features vintage wares, antiques, and fun items collected on our travels. You will sink into comfy beds while sleeping soundly surrounded in quality linens. Vintage table fans are in each bedroom, and you will enjoy a rainfall shower with luxury amenities. Truly a one of a kind experience! br**Location: The Village Inn is situated in the heart of the quaint village of Lakewood, NY. Visitors will enjoy the tranquil charm of an historic lakeside community. Beautiful Chautauqua Lake is steps from The Village Inn. You will be surrounded by a beautiful shoreline, incredible sunsets, large well-established trees, and many turn of the century Victorian era homes. Lakewood offers a public beach, a community park, a community dock, a farmers market, state of the art playground facilities, well-lit lakeside tennis courts, a library, live music in the summer, a fall festival, and charming winter holiday events. It is no wonder that simply taking a walk through the village is a favorite pastime. The property offers a back yard, a covered porch, and is conveniently located within steps of Chautauqua Lake. Within 30-40 minutes, you will find world class ski resorts, snowmobile trails, boating, kayaking, hiking, casinos, Lake Erie, and wineries. While there isn't a dock on site, boat ramps and parking are within minutes of our facility. There is also a community dock within a 2 minute walk. Do you want to bring a boat or jet skis Contact the host to arrange for parking. We run a boating business and can point you in the right direction! We also have kayaks available for an additional fee. Chautauqua Institution is a short drive: be sure to check the calendar for summer concerts and lectures! br**While we are often working at The Shabby Shrub downstairs, we try to give guests privacy during their stay. Please do not confuse this with rudeness. We are very welcoming and can talk as much as you'd like if given the time! ** Guest Access: brHere you will have an authentic luxury Chautauqua Lake stay! Complete with picturesque views and a unique vintage-style abode offering tributes to the local history. Charming. Unique. Truly a one of a kind experience. brbrA morning on the front porch surrounded by large oak trees, vintage quilts, and a cup of coffee is the best way to start any day. You will have access to our rear patio with seating for outdoor dining and a barbecue area. Spend your evening around the secluded fire area under the starlit sky. The Shabby Shrub is located downstairs and offers many of the items found in our charming space. If you enjoy the amenities, be sure to visit! brbrAdditionally, we are located right next door to the local coffee shop. brbrWelcome Home to The Village Innbr--the Shabby Shrub crew xoxoxobrbr**This is a second story property. Guests should be able to climb stairs with ease to access the property. It should also be noted that guests will need to pass through the bathroom to reach the 2nd bedroom. While we love children, our space is not baby/toddler proofed. School aged children will enjoy our space, but infants and toddlers (and parents) may be more comfortable in a more suitable accommodation.

Lodge

The Village Inn Chautauqua Lake: Cozy Boutique Stay in Charming Lakewood

Lakewood, New York, United States

Bed

Bath

Sleeps

Exceptional(59)

$399.53

Welcome to our Lake House ! Our Lakehouse is a private lakefront home with our own dock a walk out beach area and large yard and ample room for 6 guest to RELAX and a parking area with ample room for cars & a trailer! We love our LAKEFRONT House and the location is fantastic! This is a 3-bedroom 2 full bath house that is situated right on the water, with our own dock. The master bedroom features a 14.5 memory foam Queen-sized bed with non stop wonderful lake views. The 2nd bedroom is appointed with a full-sized bed. The 3rd has a queen sized bed. The main living space is open and spacious with wonderful views of the lake, with a wall of windows looking towards the lake and a 65 HD TV with many streaming channels to stream your shows and providers. The kitchen is new, with plenty of countertop space and some island seating for 4, there is a dining room table inside for group dining or board games. We have a large seating area indoors for movie watching or simply hanging out…although you'll probably spend more time outside! There is a large deck with a gas grill and plenty of greenspace on the lawn for games or simply playing! The outdoor furniture includes a 2-person hammock and outdoor dining set for al fresco dining and a picnic table in the backyard. While enjoying the large yard, don’t forget to bring some wood with you for campfires and make yourself comfortable on the Adirondack chairs that surround our fire ring situated lakeside. There are 2 kayas and bikes for your use. There is ample seating at the picnic table on the dock for enjoying coffee @sunrise or ice cream while watching sunsets. Enjoy a simple walk across the street for an ice cream cone! Yes! You are that close to the perfect summer! Sherman’s bay is close to most of Chautauqua's main attractions, such as the Chautauqua Institute, which is just about a 20-minute drive by car. We are only minutes from the cute towns of Lakewood, Jamestown and Mayville which has anything you would need. A 15-minute drive (20-minute boat ride) to Bemus Point. You are welcome to tie your boat off on our own secure boat cage on our OWN private dock during your stay (June - mid October) The water depth is at approx. 3 ft deep around our dock, so docking your boat should not be a problem. Don’t have your own boat Not to worry! There are many boat rental options right down the bay. There is little you will be missing during your stay! Enjoy a quiet vacation in a clean, updated lakefront cottage with all the modern amenities! Come and enjoy a relaxing stay on Chautauqua Lake! Our lakehouse has so much to offer. Come for a romantic getaway, family vacation, friends trip, fishing trip or skiing. Ample Parking available for 3-4 cars, 1 trailer for guest only. Boat docking for 1 boat. All accomodations and ammenities are for registered guests. No gatherings, events or parties. Security cameras monitor paved parking,home, and boat docking areas for our safety and our properties security.This cottage is rented weekly during season Memorial day thru Labor day with Saturday check in & check out. I look forward to hosting you soon.br

We love our house and it shows. Live the lake life.

Lakewood, New York, United States

Bed

Bath

Sleeps

Exceptional(8)

$452.0

Relish the wonder and beauty with morning coffee on our dock with the sounds of lapping waves and sights of Bald Eagles on Lake Chautauqua. Relax with unencumbered views of the setting sun while pondering the days events. This is an exceptional location on the lake with walking proximity to restaurants, beaches, golf, boating and more.br1/2 mile: Hartley Park/Lakewood Beach, tennis courts, basketball courts and playground Chautauqua Ave-Lakewood shopping and diningbr5-minute drive:brSouthern Tier Brewery br20-minute drive: Chautauqua Institution Bemus Point, NY Dining & Entertainment br45-minute drive: Ellicottville, NY Ski Resorts-Holiday Valley & Holimontbrbr br*Dock accommodating all sizes of boats/watercraft. *Fishing tackle available (must have a valid NYS fishing License as required) *Entertaining room. br*Outdoor grilling, dining and living area. *Fully equipped kitchen (fridge, stove, ovens, cooking utensils and dinning wares) *Linens and towels will be provided to guests. *Starter paper products, cleaning supplies available *WiFi connection available. *Clean and well maintained.brbr**New for 2025** New toilet in upstairs bath! (this was the source of a bit of frustration as it was a pressure tank and not always easy to use!!)

Chautauqua Lakefront Home in the Heart of Lakewood’s Gold Coast

Lakewood, New York, United States

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Sleeps

$339.0

Located in Lakewood, this adorable cottage is a dream. With three cozy bedrooms, each featuring a queen bed, guests find plenty of space to relax. The two bathrooms offer shower on the first floor and a bath and shower on second floor ,making it easy to refresh after a day of exploring. The cottage stays comfortable year-round with heating and window air conditioning in each bedroom. Whether you're unwinding indoors or planning your next adventure, this pleasant retreat welcomes you with open arms. A great place to call homebase while you're away, we hope you enjoy your stay.

Warm and inviting cottage with panoramic views of Chautauqua Lake

Lakewood, New York, United States

Bed

Bath

Sleeps

Exceptional(21)

$304.39

Charming 3 Bedroom 2.5 Bath, 2400 sq. ft. classic 1837 updated farmhouse, Sleeps 9. Enjoy all the charms of the country in a bustling convenient village location. Located on route 394 in the middle of the Village of Lakewood in Chautauqua County, NY just blocks from Lakewood’s shops, restaurants and the shores of picturesque Chautauqua Lake. brAmenities:br• Fully furnished home with linensbr• Private relaxed nicely landscaped settingbr• Sleeps 9 (1 x Queen Bed, 1 x Full Bed, 3 x Twin Beds, 1 x Pull Out Sofa Full Bed)br• 2.5 Baths, washer and dryer br• Bright Kitchen with large secluded walk out patio – great for grilling, entertaining and relaxingbr• TV/DVD/Cable/Stereo/WIFI, games, piano and books for your entertainmentbr• Plenty of parking for guests, boat trailers, RV's (no hookups)br• A/C in main TV room and upstairs hallway near bedroomsbr

Country House

Charming Yet Spacious Farmhouse With 3 Br 2.5 Baths At The Center Of It All!

Lakewood, New York, United States

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Sleeps

$246.6

Escape to the Lake! This charming Airbnb, steps from Chautauqua lake, offers a beautifully maintained home with original character and modern upgrades. Enjoy fishing, swimming, and relaxation at the private dock. From the welcoming porch, gleaming hardwood floors to the updated kitchen and bath, this cozy retreat is perfect for families. Beyond the charming interior, the home offers a large backyard for outdoor entertainment. Book now and create lasting memories in this adorable lakeside home!brbrEscape to the Lake! Nestled just steps away from the serene shores of Chautauqua Lake, awaits a delightful Airbnb retreat that seamlessly blends timeless charm with modern comforts. Embrace the tranquility of lakeside living as you indulge in the captivating beauty of this picturesque setting.brbrStepping into this inviting abode, you'll be greeted by a beautifully maintained home exuding original character and boasting contemporary upgrades. Picture-perfect moments await as you relax on the welcoming porch, savoring the gentle breeze and soaking in the breathtaking views that stretch out before you.brbrInside, discover a haven of comfort and style, where gleaming hardwood floors lead you through the thoughtfully appointed living spaces. The updated kitchen with new Samsung appliances beckons culinary adventures, equipped with modern appliances and all the essentials for crafting delicious meals. Luxuriate in the renovated bath, a sanctuary of relaxation where you can unwind after a day of lakeside adventures. New Casper mattresses are inviting a peaceful night sleep.brbrFor those seeking outdoor entertainment, the expansive backyard provides the perfect setting for al fresco gatherings and memorable moments with loved ones. Whether it's a lively barbecue, a game of catch, or simply reveling in the beauty of nature, this idyllic space sets the stage for unforgettable experiences.brbrIdeal for families seeking a peaceful escape or couples yearning for a romantic getaway, this adorable lakeside home promises a vacation filled with cherished memories. Book your stay now and embark on a journey to relaxation, adventure, and blissful serenity in this enchanting retreat by the lake.brbrThe entire home.brbrYou can get in touch with us any time in the app.brPlease no shoes in the house. No smoking in the home. If you smoke please do away from the house. And if you have a pet that has been approved please make sure they do not have dirty paws prior to entering in the home.

The cottage by the lake

Lakewood, New York, United States

Bed

Bath

Sleeps

Exceptional(34)

$192.71

Cheerful lakefront cottage sleeps 4. One bedroom with queen size bed and lake view, one bedroom with twin size trundle beds. One full bathroom. Outside deck with beautiful sunset views. and fire pit. Dock with chairs for seating however not suitable for overnight docking due to winds on the lake. Nearby marina rents boat slips.brAmenities include a fully equipped kitchen with microwave, toaster oven, coffee maker, W/D, WiFi, outdoor grill, TV with DVD player.

Chautauqua Lake Cottage

Lakewood, New York, United States

Bed

Bath

Sleeps

Exceptional(9)

$314.42

Welcome to The Gifford Homestead! Built in 1870 by Jeremiah Gifford, this 4 Bed, 1.5 Bath house is one of the original houses in the village of Lakewood. The house sits on a private, wooded 1.3 acre lot, and is a .2 mile walk to the lake and private dock (less than 5 mins). brbrThere are 4 bedrooms (the house sleeps 8) plus a dedicated office on the second floor. Computer monitor and keyboard / mouse are there for your use. If you have a laptop, just plug in and you're ready to work! (Wifi Provided!)brbrThere are two baths, one full upstairs and a half bath on the first floor. The kitchen is fully stocked (pots and pans, dishes, coffee maker, coffee grinder, blender, crock pot, hand mixer, etc.) and there are also lots of restaurants (and yes a Starbucks, but we like the local place--Stedman's--more!) just a short drive away.brbrThere is plenty of room on the first floor with a den area, a dinette area, plus a large formal living room and dining room. There is a first floor laundry area as well.brbrThe lot is wooded and has plenty of areas to explore. There's a creek with a little bridge over it, a sandbox for the kids, a hammock for afternoon naps and a tree swing. There is a covered back porch with porch swing, a great place to have your morning coffee or glass of wine at the end of the day.brbr___brbrRegarding bringing your boat: we have a dock slip at the local marina so you can bring your boat and keep it in the water for the duration of your stay!brbrThe dock is located at Ready About Sailing in Celoron, a 9 minute drive from the house. Dock slips include the launching of the boat (crane or ramp), Wi-Fi, complimentary ice, electricity & water. The slip is for a boat up to 20' long. If your boat is larger than that, Ready About Sailing charges $15 per day.

Gifford House: 4BR, Secluded Lake House on 1.5 Acres with Private Dock

Lakewood, New York, United States

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Bath

Sleeps

Exceptional(78)

$975.56

This is a beautiful designer furnished home, perfect for two families. Brand new hot tub 2022, Newly remodeled kitchen, family room, and TV room 2018. The main house has a large family room with television, and connected den with additional T.V. and gaming system. There is a patio with grill off of the family room, and a hot tub. The sofa in the den pulls out to a double bed. Two Full size washers and dryers. First floor powder room, and beautiful kitchen with seating for 16. Downstairs bedroom and bath with handicap railings in the bathroom. Upstairs, master bedroom with king bed, lake view, T.V., and private bath with shower. Additional full bath with shower. Large second bedroom with twin beds and a trundle bed under each. Third bedroom has double bed. With separate entrance, but also attached, there is a separate apartment with a full size laundry room, beautiful family room with balcony and lake view, kitchen, bedroom with queen bed and single bed, and an additional bedroom with king bed. The large bedroom has a private bath with shower. There is an additional full bathroom. There is a toy area in the entrance foyer, with train set, and several toys. brbrOnly renters who will treat this with the same respect as their own home need apply. Executive owned. This is a luxury house, that has been completely redone. Please note one week minimum during prime summer weeks unless you are seeking a last minute rental and there is availability. Many beautiful antiques from our years of being expats in China. There are two kayaks available for renters, and a large dock suitable for multiple boats or jet skis. There is a community access (seldom used) adjacent to the property that provides additional lakefront yard space. brbrKeywords: Luxury home with 2 kitchens, 2 living rooms, 2 laundry rooms, five bedrooms, dock, lakefront, fire pit, grille,designer executive home,outdoor shower,outdoor hot tub included.

6 BEDROOMS INC FIRST FLOOR BEDROOM W BATH. July 5-19 just opened. 1 week min

Lakewood, New York, United States

Bed

Bath

Sleeps

Exceptional(29)

$993.46

Our three-story house located on Lake Chautauqua offers a beautiful setting for all seasons. Enjoy breathtaking sunsets on the luxurious patio, a kitchen stocked with amenities, and easy access to all the wonderful winter or summer activities this area has to offer!brbrThe house is on the water and includes all the comfort and amenities a vacationer would need. There's room enough to sleep twelve people, which makes it a great place to bring people together and entertain. Our patio includes a grill, heating lamp, fire pit, and enough seating for large parties.brbrThe best part about this house is the location. Not only do you get to wake up to a stunning view of the water every morning, but you're also close to a slew of exciting activities in the area. In addition, Wegman's supermarket, liquor stores, restaurants are close by.brbrThis property is centrally located while offering space, privacy, and quietude that you might not find at the other end of the lake. It's a short drive from Jamestown or the Chautauqua Institution, so you can enjoy the benefits of these cultural hubs without paying the higher price.

Luxury Lakewood House On Lake Chautauqua - Fall/Winter/Spring Discounts

Lakewood, New York, United States

Bed

Bath

Sleeps

Exceptional(143)

$317.53

Welcome to Cody’s Cottage. brThis newly remodeled 3 bedroom, 1 1/2 bath cottage is located on the shores of Chautauqua Lake. The Cottage is located in an ideal lakefront location close to everything you will need. With beautiful views, you will be able to enjoy property amenities such as the enclosed lakefront porch, outdoor seating, picnic table and grill, private dock and fire pit. For your use at the cottage you will also find fishing poles, board games, books and magazines for rainy weather or those who prefer to stay in. brThe cottage is within walking distance of restaurants, grocery and convenience stores, Big Tree Ice Cream Parlor, Smith Boys Marina, Lakewood cinema 8, miniature golf, tennis courts, basketball field, playground, and more! You can also take a short (20 minute or less) drive to the historic Bemus Point Area, Chautauqua Institution, Summer Wind Lake Cruises, National Comedy Center, Lucille Ball Desi Arnaz Museum, Lucille Ball's hometown and burial plot, Southern Tier Brewery, Chautauqua Mall, Laundry, Numerous Chain Restaurants, Wegmans and so much more.brThe Cottage comes fully equipped with bed linens, towels, basic kitchen appliances and dishes. The three bedrooms are all located on the second floor and consist of a lake view bedroom with a queen size bed, and two smaller bedrooms, one with a full-size bed and one with bunk beds. There is a half bath on the second floor and full bath with shower on the first floor. brPlease note that we do have off season availability for snowmobilers and ice fisherman, the dock is not available during off season rentals, October to May.

3 Bedroom Cottage on the Shores of Chautauqua Lake

Lakewood, New York, United States

Bed

Bath

Sleeps

Exceptional(35)

$224.38

Cute lakefront cottage directly facing Chautauqua Lake with incredible views. This cottage features a lake front deck with grill and deck furniture for eating outside or just relaxing. A back porch faces a private drive with parking for 2 cars. Accommodations can be made for parking a boat trailer. The cottage has 2 bedrooms with ceiling fans, one full bath with a tub shower, a living room with ceiling fans and space heater for cooler nights, a dining room, and a kitchen with a dishwasher. There is a sun room directly off the front porch with a couch and chairs to enhance your enjoyment of the lake views. Lake Chautauqua is directly out your front door and is perfect for boating, tubing, kayaking, fishing, water skiing and any other water sport you enjoy! A boat dock allows you to bring your own boat or rent one from an area marina just doors away. There is plenty of room on the lawn for corn hole, horse shoes, bocce ball, etc. Great neighborhood, with great neighbors who are very friendly, accommodating and willing to help with anything you need. Fresh bedspreads/duvets and pillows are provided. Guests should bring all bath and beach towels, as well as sheets for: (1) Queen bed and (2) double beds Interaction with guests by phone, text and email anytime, with an emergency contact available nearby. We are happy to make recommendations for restaurants, yoga, coffee shops, water craft rentals that include paddle boards and kayaks!! This great cottage is close to many amenities: Grocery Stores (Wegmans, Tops Markets, Sav-A-Lot, Aldi, Walmart, Kmart), Coffee Shops (Tim Hortons, Starbucks, Wired), Fast food (McDonalds, Arby's, Burger King, Wendy's), Full service restaurants (La Scala, Forte, Landmark, The Fish, EBC - Chautauqua, The Village Casino, See-Zuhr House, Applebees, Red Lobster, etc.), Home Depot, Drugstores (CVS, Rite Aid, Walgreen) and Shopping Centers (Chautauqua Mall and TJ Maxx plaza), Liquor stores-(The Bag and String wine shop), Theatres (Lakewood Cinema 8, Reg Lena Theatre), and Parks (Chautauqua YMCA Parks - Ellery Town Park, Lucille Ball Memorial Park, Long Point State Park, Midway State Park, McCrae Point Park and Public Boat Launch, and Panama Rocks Scenic Park). Bemus Point is also just a short 10 minute drive or boat ride away!! There you will enjoy the very popular, newly opened Ellicottville Brewing Company along with many other restaurants and shops. The new National Comedy Center in Jamestown is less than 10 minutes away. Also, the historic Chautauqua Institution is not that far away, and it’s an amazing place to spend an afternoon. Sundays are free to the public.

Chautauqua Lakefront Cottage with Boat Dock and Spectacular Views

Lakewood, New York, United States

Bed

Bath

Sleeps

Exceptional(3)

$191.0

This lakefront lot used to have a small cottage and detached garage. The cottage was removed and the garage converted into a quaint studio apartment. This conversion has resulted in the perfect little studio that is modern and comfortable. Combine this unique cozy space with the grassy lot and a pebble beach at the lake's edge - and you have a serene retreat.

Apartment

Lakefront Studio with hardwood floors, pebble beach, and fire pit for memories!

Lakewood, New York, United States

Bed

Bath

Sleeps

$246.49

Enjoy the perfect getaway in this fully furnished, cozy cottage, just steps away from Chautauqua Lake. 2 bedroom (1 - King, 1 - Bunkbed), 1 full bath, living room w/ sectional sleeper sofa, fully equipped kitchen, breakfast nook, washer & dryer. Spend your mornings drinking coffee on the front deck & nights around the fire pit roasting marshmallows. Kayak during the day & a dip and relax in the private hot tub after a long day on the slopes! Enjoy everything that Chautauqua Lake has to offer!brbrEnjoy everything that Chautauqua Lake has to offer - incredible fishing, water activities, wineries, breweries, local restaurants and coffee shops, etc. Don't forget nearby skiing, snowmobiling and ice-fishing in the winter seasons too! brbr*During peak months (June-August) we have a 7 night minimum.brbrActivities:br35 min to Peek n Peak Resortbr20 min to St. Elmo SpabrbrbrBreweries & Wineries:br5 min. from Southern Tier Brewing Company br5 min. from Empty Pint Brewerybr35 min to Noble Winerybr35 min to Mazza Winery

NEW Chautauqua Cottage, Lake Views, King Bed & Hot Tub

Lakewood, New York, United States

Bed

Bath

Sleeps

Most popular vacation rentals in Lakewood

$993.46

Luxury Lakewood House On Lake Chautauqua - Fall/Winter/Spring Discounts

Lakewood, New York, United States

Bed

Bath

Sleeps

$516.53

Lakeview Luxury, Lakewood 4 bdrm 2 full 2 1/2 bath. Certificate # 25-0001

Lakewood, New York, United States

Bed

Bath

Sleeps

$317.53

3 Bedroom Cottage on the Shores of Chautauqua Lake

Lakewood, New York, United States

Bed

Bath

Sleeps

$224.38

Chautauqua Lakefront Cottage with Boat Dock and Spectacular Views

Lakewood, New York, United States

Bed

Bath

Sleeps

$192.71

Chautauqua Lake Cottage

Lakewood, New York, United States

Bed

Bath

Sleeps

$304.39

Country House

Charming Yet Spacious Farmhouse With 3 Br 2.5 Baths At The Center Of It All!

Lakewood, New York, United States

Bed

Bath

Sleeps

$975.56

6 BEDROOMS INC FIRST FLOOR BEDROOM W BATH. July 5-19 just opened. 1 week min

Lakewood, New York, United States

Bed

Bath

Sleeps

$399.53

We love our house and it shows. Live the lake life.

Lakewood, New York, United States

Bed

Bath

Sleeps

$314.42

Gifford House: 4BR, Secluded Lake House on 1.5 Acres with Private Dock

Lakewood, New York, United States

Bed

Bath

Sleeps

$280.20