Vacation 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.

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

Peaceful Maine Mountain Escape

Nestled in the foothills of the Western Mountains, this charming and comfortable home sits on 10 acres offering you the peace and privacy you crave. Wake up to stunning sunrises over the mountain top, sip coffee on the spacious double deck, and breathe in the fresh forest air. After a day of skiing at nearby Sunday River or Black Mountain, hiking, exploring the Androscoggin River, leaf-peeping, or just kicking back, you'll find the perfect balance of comfort and seclusion here at Ridge Rd.

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: Off-Grid Tiny Home, Pond w/ Kayak

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.

Cabin retreat just steps from adventure

Nestled on 80 acres in the woods alongside a stream, this cabin is the perfect retreat. Whether you are looking for a romantic getaway, a family vacation, or a gathering of your closest friends-this cabin is ideal. It is located on a private road and close to Howard Pond, Androscoggin River, and Sunday River skiing. No matter the season, opportunities await, whether you decide to stay close or venture out. There are plenty of trails nearby to explore, canoe rentals, skiing and so much more.

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.

SNOW SWEET, A Yurt for All Seasons

Snow Sweet at The Appleton Retreat is very private, check out the Trail Map. This contemporary yurt faces the Field of Dreams and has a nice view of Appleton Ridge. It features a private therapeutic hot tub on the deck, a fire pit, and fast wifi. The Appleton Retreat encompasses 120 acres hosting six unique retreats. To the south is the Pettengill Stream, a resource protected area. To the north is the Nature Conservancy's 1300 acre reserve.

Cozy Cottage on a pond in Maine

Enjoy a quiet and peaceful visit to this cottage on a small pond in Maine. This place was renovated by my family and I in 2022 with a brand new wooden deck and stairs leading down to the water in 2023. A full sized bed and the bathroom has a shower and tub. We love to cook so there’s a sprawling kitchen counter and full kitchen with a grill outside on the back deck. Surround yourself with greenery and water and settle in for a cozy visit.