Holiday rentals in Jay

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.

Lake House with hot tub, mancave, 3 bedroom-7 beds

With 100 feet of frontage on beautiful Wilson Lake in Wilton, Maine, you can enjoy a fire on the spacious deck, hop in the 6-person jacuzzi tub or snowmobile or ice fish. In downtown Wilton you can visit Chaos Coffee for breakfast, amazing Italian food at Cazalaio’s or The Square, cold beer at “lAmbition Brewery, all walking distance. This lovely 3-bedroom, 3 1/2 bath lakeside cottage has a game room with an 80-inch TV, pool table, 18-ft. shuffleboard and much more. Pets welcome. Parking +++

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.

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)

Glass Wall Waterfront Hot Tub Fireplace Tiny Home

Wake up to rushing waterfalls right outside your glass wall in this romantic waterfront tiny home in Norway, Maine! Private hot tub with river views, see-through gas fireplace, cozy raised queen bed overlooking the water, outdoor shower, hammocks, and direct access to hiking trails. Total privacy—no neighbors in sight. Modern kitchen, heated floors, fast WiFi, and thoughtful touches for couples or solo escapes. Romantic getaway near Sunday River skiing, golf & Maine adventures. Nature's oasis

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!

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.

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.

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.

Quiet Cabin Retreat • Hot Tub • Trails

A quiet, cozy cabin surrounded by forest and complete privacy, tucked away on a dead-end road with no traffic or noise — just nature, calm, and comfort. Set on nearly 6 private acres, the property features a private walking trail through the woods, perfect for morning walks, relaxing afternoons, or simply reconnecting with nature. Ideal for couples, solo travelers, or small families looking for a peaceful getaway to slow down, unwind, and enjoy the beauty of Maine in every season.

Secluded Clean Cabin w/ Incredible Mountain Views!

Located at the end of a dirt road, tucked into the hillside, The Hidden Gem Cabin at Thompson Hill Farm offers the mountain views and experiences you'll be back for. Apple orchards and flowering perennials only add to this incredible 118-acre retreat. Inside the cabin you'll find a well stocked kitchen, comfy oversized reclining couches in the living room, and an open dining area that gives you plenty of space to relax and enjoy the view.

Glamping Cabin with Hot Tub and Onsite Sauna

Your cozy escape awaits at Pond+Pine: a clean, secluded cabin tucked among the trees, close to serene ponds and local attractions. Just 10 minutes from a grocery store and five from a top-rated casino, it's the ideal blend of peace and convenience. Your cabin comes stocked with linens, towels, a pristine full bathroom, and a fully equipped outdoor kitchen. Simply bring your groceries and sense of adventure.