
Holiday houses in Jay
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Top-rated holiday rentals in Jay
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Off-Grid Cabin with Wood Fired Hot Tub. 4 Kayaks
Relax at this off-grid modern A-Frame cabin on 90 acres in Maine's Lakes Region. The cabin is tucked deep in the woods, far away from everything. 4 kayaks and firewood included. Separate bunk cabin increases sleeping capacity to 10 Wood-Fired Cedar Hot Tub - a relaxing, very unique experience 5+ lakes nearby- beautiful swimming and kayaking Cedar throughout cabin, concrete countertops, cedar/concrete shower. Outdoor firepit. Hiking trails. Beaver Pond. Property has private airstrip (51ME)
LocationFamilyHiking

Modern 1 Bedroom, Private Entrance, Great Location
This spacious and comfortable 1 bedroom in law suite will not disappoint! Equipped with its own entrance and parking, this modern suite is nestled in the Foothills of Maine, but within walking distance of UMF, restaurants, shops and just a short drive from Franklin Memorial Hospital. This space is perfect for business travelers and vacationers alike! Equipped with a full washer & Dryer, fully stocked kitchen, state of the art appliances and a luxury walk in shower. Pets welcome with deposit.
LocationFamilyTV

Lake House: hot tub, FREE GOLF, 3 bedrooms, 7 beds
With 100 feet of shore on Wilson Lake in Wilton, ME, you can enjoy a camp fire or hop in the 6-person jacuzzi. You can play FREE golf at Wilson Lake Country Club, hike MANY local mountains such as Mt. Blue or Tumbledown. Snowmobile, ice fish and skiing. Downtown Wilton has amazing food at Cazalaio’s or The Square, or cold beer at “Ambition Brewery. This lovely 3-bedroom, 3 1/2 bath cottage has a game room with an 80-inch TV, pool table, 18-ft. shuffleboard. Dogs are welcomed. Parking +++
LocationFamilyBathroom

Lux Wilton Lakefront Home w/ Hot Tub | Walk 2 Town
Some lakefront homes make you feel like you're roughing it in comfort. This isn't one of them. Tranquil Waters is a designer-furnished retreat on Wilson Lake — contemporary finishes, premium bedding, a private hot tub with open water views & a wrap-around deck built for long evenings and slow mornings. Bring the dog! Walk to town for coffee at Chaos Coffee Co, dinner at Calzolaio, and come back to a fire pit under the stars. 3 bedrooms, 2.5 baths, sleeps 10. Four seasons. One perfect lake house.
ValueFamilyKitchen

Porky's Parsonage! 3 BR 1.5 bath Farm house. Cozy!
Relax with the whole family at this 3 bed, 1.5 bath farm house. Perfect spot for a quiet and fun family trip. 250 yards from the Whistle Stop Trail for snowmobiling, snowshoeing and x-country skiing. 30-45 minutes from 5 ski areas(Titcomb, Sugarloaf,Sun River, Black Mountain and Lost Valley) 100 yards from the Androscoggin River and 1/4 mile to where you can drop in a Kayak or canoe. Walk to a waterfall. Huge yard for family fun, parking etc! Ride your ATV/snow machine straight to trails!
FamilyLocationAccess

Forest Bathing Lake Tiny Home: Kayak Fish Fire Pit
Immerse yourself in our forest and serene pond. Quiet 40-acre commune consists of two tiny house cabins + barn on private pond. Book one of the simple yet elegant cabins/barn for more guests. Modern, off-grid, solar-powered retreat. Two solid glass walls to bring you closer to nature while staying in our simple yet elegant tiny house with all comforts of home. 5 min walk to shared fire pits, kayaks, pond & seasonal picnic shelter. AWD SUV or truck required. Off-grid, so no A/C. Pet fee $89.
ValueLocationHospitality

Close to Farmington! Newly Renovated Reset Retreat
Relax in this newly renovated 4-bedroom home on a quiet dead-end street in Wilton. Comfortably sleeps 1–10 with 3 queen beds, 1 king bed, and sleeper sofa. Enjoy a peaceful sunroom with backyard wildlife views, fully equipped kitchen, strong Wi-Fi, and dedicated workspace. Just 5 minutes to Wilson Lake, the hospital, snowmobile/ATV trail in the backyard, skiing at Sugarloaf, Saddleback, or Sunday River under an hour and local dining - perfect for short or long stays, families, or remote work.
FamilyValueSkiing

The Haven Lakehouse on Wilson Lake
Beautiful Lake House located on Wilson Lake. A perfect spot to take in the gorgeous lake view with a large sandy beach area. The lake is great for swimming, boating, kayaking, and other water activities. Enjoy the 7 person hot tub that overlooks the lake. Large backyard to enjoy lawn games, BBQing, and relaxing by the outdoor firepit. The house has a cozy modern feel, making a perfect summer vacation or winter ice fishing trip on the lake. Located within an hour of Sugarloaf & Sunday River.
ValueLocationAmenities

Carriage House
Renovated circa 1920 carriage house in a quaint New England college town. Eight-minute walk to busy downtown with restaurants, bars, shops, and grocery store. Elegant contemporary style. Open concept downstairs with sofa, daybed (napping in the sun!), and chef-designed kitchen. Second level with two queen beds and small balcony. Adjoins miles of walking trails and forest, full of wildlife. Less than 5-minute drive to a 1.5 mile running trail along the Sandy River, with refreshing swimming.
FamilyLocationGetting around

A Home away from Home.
This apartment has a fantastic view over the mountains. Orchard Drive is a quiet residential area. The property has a walking trail through a field that leads to a private pond. We are minutes from Wilson Lake in Wilton and Kineowatha Park, a recreational center that offers swimming, walking trails, and tennis courts. We are close to restaurants and shopping in Wilton and Farmington and the UMF Campus, Titcomb Ski slope is just minutes over the hill from us.
ValueFamilyHospitality

Camp Bai Yuka/Little Camp (Log Cabin on Webb Lake)
Enjoy your stay on the banks of Webb Lake in our 2019 hand-crafted log cabin. This cabin is 35 ft from the high water mark and has views of the lake from all three bedrooms. This rental has access to a private beach ( 200 ft) and is in a secluded cove on the lake. For travelers unfamiliar with Weld, Maine, Weld is nested in the heart of the western mountains of Maine. Hiking Tumbledown and Mt Blue are only the beginning of the recreational opportunities.
ValueFamilyLong stay

Private Lake House, Firepit & Amazing Sunset Views
Spring & summer at Lakeshore Point, a private lakefront home on Canton Lake in Maine. Privately set at the end of a quiet lane, this updated modern retreat offers 200’ of pristine waterfront and your own private sandy shoreline. Swim, kayak, and paddleboard by day, then gather around the fire pit at sunset. Thoughtfully designed with a full kitchen, WiFi, and outdoor shower, it’s where family adventure meets relaxed lakeside New England charm.
ValueLocationHiking
Popular amenities for Jay holiday rentals
Other great holiday rentals in Jay

Quiet Cabin Retreat • Hot Tub • Trails
LocationFamilyHospitality

Private, Modern 4 Bedroom Lakefront Escape
FamilyLocationCleanliness

Cozy garden retreat in the Western Maine foothills
LocationFamilyOutdoor spaces

Loons Rest- Maine Quintessential Cottage
FamilyLocationCondition

Single Room Suite Near Downtown
LocationValueSleep quality

Chisholm Inn- new one bedroom Apartment
LocationValueCheck-in

Relaxing Maine Woods Cabin on a Pond-Dog Friendly!
LocationFamilyLaundry

Modern lakefront log cabin with sunset views.
LocationFamilyCheckout
Destinations to explore
- Montreal Holiday rentals
- Boston Holiday rentals
- Quebec City Holiday rentals
- Portland Holiday rentals
- Mont-Tremblant Holiday rentals
- Salem Holiday rentals
- Providence Holiday rentals
- Newport Holiday rentals
- York County Holiday rentals
- Bar Harbor Holiday rentals
- Cambridge Holiday rentals
- New Haven Holiday rentals
- Sebago Lake
- Sunday River Resort
- Saddleback Ski Mountain Maine
- Pleasant Mountain Ski Area
- Wolfe's Neck Woods State Park
- Maine Maritime Museum
- Bradbury Mountain State Park
- Grafton Notch State Park
- Mt. Abram
- Maine Mineral & Gem Museum
- Pineland Farms
- Sunday River
- Black Mountain of Maine
- Belgrade Lakes Golf Club
- Sunday River Golf Club
- Range Ponds State Park
- Lost Valley Ski Area
- Sugarloaf Golf Club
- Northeast Snowmobile & ATV Rentals





