Vacation rentals in Monticello

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Top-rated vacation rentals in Monticello

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Top guest favorite
A stylishly furnished sleeping area features a queen bed with crisp linens. Soft lighting is provided by two bedside lamps, and decorative window treatments add a touch of elegance. A comfortable seating area is visible in the background, along with a small round table.
Train in Florenceville-Bristol
4.96 out of 5 average rating, 246 reviews

Romancing the Rails

Fulfill your Romantic dreams of railways and sense of adventure by staying in one of two authentic train cars at Shogomoc Railway Site in downtown Florenceville-Bristol, N. B., Canada. Note travel restrictions at this time. Romancing the Rails Train car is stylishly furnished with a queen bed, an electric fireplace, seating area, ensuite washroom, kitchenette with continental breakfast and everything you need for that romantic train get-away that you have always dreamed of. *Price includes HST

ValueFamilyWalkability

Guest favorite
Two red Adirondack chairs are positioned on the shore, facing a calm lake reflecting shades of dusk. Lush greenery, including tall grasses and wildflowers, frames the water, providing a natural, serene backdrop.
Tiny home in Lakeville
4.93 out of 5 average rating, 228 reviews

"Two by the Lake" - a delightful tiny house for 2

Reconnect with nature at this unforgettable escape nestled on the banks of a protected lake in New Brunswick, Canada, where you can canoe, kayak, enjoy stargazing and campfires*, and snuggle in together for some quality couples time. (*regulations permitting) ****Price shown includes HST Close to the Trans-Canada for those travelling through Carleton County, NB. Note that this Tiny House only accommodates two people; we are, of course, open to a child as one of the two at "Two by the Lake".

ValueFamilyBackyard

Superhost
Cabin in Blaine
5 out of 5 average rating, 4 reviews

Blaine Country Cabins - Cabin 2

Enjoy a quiet stay in the country at Blaine Country Cabins. Our cabins offer direct snowmobile trail access to ITS-83 in Blaine. We are also located a few miles away from Big Rock Mountain where you can enjoy winter activities such as skiing and snowboarding. Our cabins come with a full kitchen, bathroom, and sleeping for up to 6 people. Each cabin has a private room with a queen bed, a loft with two twin beds, and a pullout sofa with a full size bed. Free WIFI and smart TV are available.

LocationQuietHospitality

Top guest favorite
The two-story home is situated near a flowing stream, featuring a wraparound porch and a traditional roof. The surrounding landscape includes greenery and a gently rolling terrain, with additional buildings visible in the background. A vehicle is parked beside the house.
Home in Blaine
5 out of 5 average rating, 28 reviews

Stream-side retreat, entire home + on ATV trail

Come enjoy The County! Our 1350 sq ft home is located in beautiful Northern Maine on 20 acres nestled between the Prestile Stream and the ITS 83 Trail. Up in "The County" you'll find the sky is bigger, the view is farther, and the sunsets are spectacular. Our location is rural, but not remote. Whether here for a couples' weekend, family getaway, or group adventure, it has everything you need for a relaxing stay at home or as a base camp for your excursions. Hunters, ATVs & sleds welcome.

FamilyLocationCleanliness

Guest favorite
Home in Bridgewater
4.95 out of 5 average rating, 41 reviews

Pet-Friendly Maine Vacation Home Maine Place

Luxury 2-bedroom suites in Bridgewater, Aroostook County - northern Maine's premier pet-friendly retreat. Perfect for snowmobilers (ITS trail access), remote workers (high-speed fiber WiFi), families & outdoor enthusiasts. Near Presque Isle, Houlton, Caribou. Explore 2,300+ miles of trails, fishing, ATV routes & authentic Maine experiences. Spacious yard for pets, modern kitchen, 2.5 baths, trailer parking. 4.92★ Superhost. Year-round availability. Your Aroostook County basecamp awaits!

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Top guest favorite
Dome in Brighton Parish
4.86 out of 5 average rating, 121 reviews

Woody Acres Glamping Dome

You'll always remember your time at this unique place Enjoy a relaxing stay in the heart of the Woods. enjoy local trails for hiking, ATVS, walking Close to numerous towns and local events Walking distance to river access for fishing Enjoy private hot tub & firepit Luxury king size bed perfect for watching the fireflies or star gazing Please note - March - June weekday check in is 5pm. Weekend check in 3pm ( please contact me if earlier check in is available)

FamilyLocationView

Guest favorite
The rustic cottage features dark wooden siding and a sloped roof, accented by vibrant red doors. A welcoming porch leads to the entrance, surrounded by a landscaped area with stones and greenery, enhancing the natural surroundings.
Cottage in Monticello
4.95 out of 5 average rating, 19 reviews

C W ‘s Cozy Cottage LLC Lakefront Rental N. Maine

A summer retreat nestled in the pines of Conroy Lake where the loons lull you to sleep. A cozy cottage that sleeps six. Beautiful views of Conroy Lake with a peek of some of Maine's neat creatures. Lake front property with steps leading to the lake. Swimming, fishing, and lakefront access right in the backyard. Fall time has crisp air, gorgeous foliage, and great hunting. If you’re looking for a peaceful escape and a place to unwind this is the place for you!

ValueFamilyCheck-in

Guest favorite
A Craftsman Style home constructed in 1932 is displayed, featuring a warm wooden exterior and a large front porch with multiple windows. Snow covers the yard, with a driveway leading to a garage visible to the side. A chimney is positioned atop the structure.
Home in Monticello
4.92 out of 5 average rating, 25 reviews

Aroostook Craftsman Haven

This is a Sears and Roebuck Kit Home built in 1932. It is a Craftsman Style Home that has been added on to a couple times. This is our Home that we have renovated slowly over the years and want to allow people to enjoy our home the way we have. It is smaller but has suited our needs and hope it suites yours as well. It has a washer and dryer unit onsite as well. The front porch serves as a nice area to enjoy the sunrise and your morning coffee.

ValueLocationPets

Guest favorite
Home in Monticello
4.89 out of 5 average rating, 9 reviews

Aroostook Trails Retreat - 3 Bedroom

Cozy Country House Near Aroostook ATV Trails | Sleeps 6–10 Welcome to our peaceful retreat in Monticello, nestled in the heart of Aroostook County- Maine’s hidden gem known for its vast outdoor recreation, charming small towns, and access to Canadian adventures. This comfortable home sleeps 6 year-round and up to 10 guests from May through September with use of the fully enclosed porch, which features extra beds for warm-weather stays (not pictured).

LocationOutdoor spacesSleep quality

Top guest favorite
Place to stay in Florenceville-Bristol
5 out of 5 average rating, 72 reviews

Luxury Nordic Wellness Retreat | Sauna + Hot Tub

Hot tub available for Bookings: Aug 20th 2026 and on. Private Nordic wellness retreat in New Brunswick, designed by an RMT and yoga instructor for deep rest, relaxation, and nervous system reset. Enjoy a private sauna, rain shower, cold plunge tub, spa ( hot tub) relaxation space, two king beds, private deck, BBQ, self check-in, free parking, and river access across the road. Ideal for couples, bridal parties, solo travelers, and small groups.

FamilyLocationLayout

Top guest favorite
A charming tiny home is nestled among lush greenery, featuring a rustic wooden exterior and a distinctive red metal roof. Windows offer glimpses of the cozy interior, while the surrounding apple trees contribute to the tranquil setting.
Tiny home in Littleton
4.95 out of 5 average rating, 278 reviews

Apple Tree Cottage Tiny Home

Come and see what Tiny Home living is all about! This cute little cottage is nestled along a big apple tree. Our rustic queen bed cabin is a cute, relaxing little getaway for two with a big screened in porch. We're located along the main ATV trail, just pull right in! There are thirty-seven acres with hiking trails throughout, and Big Brook borders one side of the property. Enjoy our Northern Maine getaway!

ValueFamilyHiking

Top guest favorite
A spacious living area features large windows allowing natural light to brighten the space. A comfortable couch sits adjacent to a dining table with white chairs. The kitchen area includes white cabinetry and essential appliances, with wooden paneling adding a touch of warmth.
Apartment in Houlton
4.93 out of 5 average rating, 110 reviews

Apartment 201 in The Rice Block

The Rice Block is located in the heart of historic downtown Houlton. The downtown location couldn’t be better for restaurants, shopping, walking trails, community events, and access to I-95 & HWY 1. We love the original 1897 details of the building that are coupled with all the amenities of today. It has all the charm of days gone by with all the utility of the modern world.

ValueLocationWifi

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