Jay Vacation Homes

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Our top choices for Jay holiday homes

A bedroom with a bed, wooden ceiling, a window with blinds, a nightstand, and a framed picture on the wall.

1. An Authentic Clean & Cozy Maine Homestay

Buckfield

Autumn M.

HK$1,524 total

includes taxes & fees

9 Nov - 10 Nov

A wooden interior with a radial wooden ceiling design and a central skylight.

2. Island Tree House Glamping

Monmouth

Desiree L.

HK$1,873 total

includes taxes & fees

8 Nov - 9 Nov

A large, two-story house with a well-lit front porch and multiple windows.

3. Elizabeth Cottage

Mount Vernon

HK$3,108 total

includes taxes & fees

3 Nov - 4 Nov

A covered porch with a view of trees and a house in the background.

4. Charming Home Near Sunday River & Other Ski Areas

Rumford

Alicia H.

HK$1,808 total

includes taxes & fees

3 Nov - 4 Nov

A wooden cabin with a porch, a rocking chair, and a table with a lantern.

5. Naughty Dog Private Island Log Cabin

Monmouth

"Honestly, this property and the whole experience exceeded all my expectations (which were already pretty high). Kent and the team were so accommodating, making sure that we had everything that we needed and were available at any time. They made special plans to accommodate some friends for a day visit and were so kind and helpful. The property itself was so perfect for what we wanted and the dog so enjoyed the freedom that only a private island can bring! Thanks, Kent, for a very memorable stay....

Peter O.

HK$2,428 total

includes taxes & fees

3 Nov - 4 Nov

A spacious living area with a large wooden dining table, a built-in kitchen island, and a view of the outdoors through large windows.

6. A soul soothing escape. Artistically built and lovingly maintained.

New Sharon

Matt W.

HK$2,830 total

includes taxes & fees

3 Nov - 4 Nov

A brown leather sectional sofa with a tray table and a small side table, a window with plaid curtains, and a wooden slatted ceiling.

7. Sunnyside home near Sunday River, Black Mountain, Lakes, Rivers and Hikes

Rumford

Ryan T.

HK$3,018 total

includes taxes & fees

3 Nov - 4 Nov

A campfire setup by a calm lake with a forest in the background.

8. Every window has a spectacular lake view Low fees

Wayne

Dan C.

HK$3,207 total

includes taxes & fees

9 Nov - 10 Nov

A spacious log cabin interior with a large living area, a stone fireplace, and a staircase leading to an upper level.

9. Spacious Waterfront Log Home on Huge Lake in Private Cove: Host Weddings

Wayne

James D.

HK$7,270 total

includes taxes & fees

1 Dec - 2 Dec

A house with a white front door, a wreath, and flower boxes on the windowsills.

10. Arden Cottage

Mount Vernon

HK$3,108 total

includes taxes & fees

3 Nov - 4 Nov

A small, single-story house with a white exterior and a dark roof. It features a front door, two windows with shutters, and a small porch area.

11. Nightingale Cottage

Mount Vernon

HK$3,108 total

includes taxes & fees

3 Nov - 4 Nov

A wooden porch with a door, steps, and potted plants.

12. Renovated Year-Round Lake Retreat on Annabessacook Lake

Monmouth

"We had a wonderful stay! The space was incredibly cozy, comfortable, and welcoming. Ryanne was an absolutely fantastic host. She was attentive, extremely responsive, and so accommodating throughout our stay. Her kindness and generosity really stood out, and she went above and beyond to make sure we had a great experience. The place was also thoughtfully stocked with so many toiletries and essentials, which was especially helpful since I had forgotten a few things of my own! It’s clear that...

Elizabeth D.

HK$2,638 total

includes taxes & fees

3 Nov - 4 Nov

A kitchen with a central island, white cabinetry, a stove, microwave, and a refrigerator.

13. Sunday River Area 1860s Eclectic Farmhouse 8 Person Hot Tub

Rumford

Jacob S.

HK$5,095 total

includes taxes & fees

3 Nov - 4 Nov

A rustic interior with a wooden bar, seating area, and a staircase leading to an upper level.

14. Unique Dome with HotTub & Mtn Views

Bryant Pond

Megan O.

HK$6,111 total

includes taxes & fees

3 Nov - 4 Nov

A modern kitchen with a central island, built-in appliances, and pendant lighting.

15. Winery Stay Experience: Sunday River Area Farmhouse Winery & Wood-fired Grill

Rumford

HK$13,972 total

includes taxes & fees

3 Nov - 4 Nov

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Top Jay Hotel Reviews

Comfort Inn & Suites Wilton

10/10 Excellent

"It was a great stay, breakfast was delicious, very friendly staff and comfortable beds"

Warm & Inviting Lakeside Retreat, Private, Tranquil Picture Perfect Setting

10/10 Excellent

"We took a long weekend trip to celebrate our anniversary and had an amazing stay! Roger and Elaine are phenomenal hosts and we are looking forward to our next stay with them! The house was extremely clean and the hosts thought of everything."

Getaway, Vaca, UMF, Maine Health Franklin, Ski, Fish, 4 Season, Traveling Prof

10/10 Excellent

"Fantastic late-fall stay, even with a rainy day! Very cozy and two nights by the fire pit listening to the Loons - peaceful! Hosts were excellent at communicating and the cabin was in excellent condition - and spotless! Would very much like to stay again sometime!"

Inviting Webb Lake Cabin w/ Mountain Views

10/10 Excellent

"10/10! We absolutely loved this cabin! It was beautiful, cozy, and had everything we needed. The kids had an amazing time, and so did we! It was the perfect little getaway to relax, enjoy nature, and make beautiful memories as a family. We enjoyed every minute of our stay and are already looking forward to coming back! "

Maine Cabin Masters Camp completely redone waiting for a Lake loving family !

10/10 Excellent

"Was extremely pleased with everything about the property, the cleanliness and our reception by Mary and family. We were somewhat prepared about what we would find as we watched Maine Cabin Masters, season 9 episode 1 where we watch the restoration of the property. But seeing it in person was amazing. Words actually fail me. Mary even went so far as to have a fresh baked apple pie (and a bottle of wine) waiting on us when we arrived. Anyone staying in this area should visit the Apple Shed Kitchen and Bakery in Readfield. Everything we tried there was beyond description. Glad we don’t live closer because I would drive a hundred miles to go there. About the home. Everything was ready to move in. The kitchen was well stocked and she even had the makings for S’mores. Every dish, pot or pan you could need or want was there. Heating was no problem with an HVAC. Supplemental heating with an antique pot belly stove added a nice romantic tone. Games and DVD’s (100?) were plentiful. It was a comfortable home. Fishing gear was available as were canoes and a paddle boat. The fishing was good and listening to the loons were fantastic The outside fireplace was large and seasoned wood abundantBottom line, we highly recommend this property for your consideration. We also hope to be back in the future, but will fly in. Getting there, driving around, and heading back to Western North Carolina was about 3500 miles. But it was well worth."

Cozy, peaceful cabin retreat with hot tub

10/10 Excellent

"This is a lovely place that seems like new. The kitchen was very well stocked including lots of spices and coffee, etc. It wasn't warm enough for us to sit on the front porch, which we would have enjoyed. We loved having the hot tub. It's off the beaten path, and we were glad that we'd brought all the food we needed. The bed was comfortable. We recommend it as a nice getaway."

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