Vacation rentals in Guilford

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Top-rated vacation rentals in Guilford

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Top guest favorite
A rustic dining area features a large wooden table surrounded by black chairs. Pendant lights hang from the exposed beam ceiling, illuminating the space. In the background, a fully equipped kitchen is visible, complemented by windows that offer views of the surrounding nature.
Barn in Dover-Foxcroft

1890 River Barn

Perched above the Piscataquis River, this historic barn was beautifully renovated into a rustic luxury retreat. Two full stories plus a sleeping loft with relaxing river views on all levels. Gourmet kitchen/dining area with a fireplace on the first floor & a cozy yet spacious living area upstairs. Enjoy the garden & patio overlooking the river or unwind in the luxurious copper soaking tub in the loft. Designed for a couple & perfect for romantic getaways, yet comfortable to sleep up to 4 guests.

4.95 out of 5 average rating, 116 reviews
Guest favorite
Cabin in Abbot

Cozy Country Home near Moosehead & ATV Trails

Set on 22 acres, with direct ATV trail access, this cozy country home offers a comfortable base in the Moosehead area. The home includes two bedrooms-one with a queen-size bed and one with a full-size bed plus a twin-along with a full kitchen, fast Wi-Fi, and easy self check-in. A large backyard and walking trail provide space to enjoy the outdoors. Conveniently located along a well-maintained main road, 25 minutes south of Moosehead Lake and Greenville, it’s an easy and reliable summer base.

4.94 out of 5 average rating, 33 reviews
Guest favorite
A cozy cabin is nestled among greenery, showcasing a sloped roof and light siding. A small deck is positioned at the front, furnished with a chair and a table, inviting outdoor relaxation. Lush grass surrounds the cabin, enhancing the serene outdoor setting.
Home in Guilford

Tall Pines Cabin Maine Escape

Welcome to Tall Pines Cabin in Guilford, Maine. Located within walking distance to First Davis Pond, this cozy cabin provides a great getaway for all. Enjoy the private pond where you can swim, fish, boat, and take in the natural scenery. This cabin is conveniently located to Moosehead Lake (30 minutes) where guests can participate in outdoor and family friendly activities, and enjoy restaurants and breweries. Located minutes from direct access to the ITS/ATV trail system. No pets allowed

4.92 out of 5 average rating, 12 reviews
Superhost
The exterior of a two-story house features a light grey facade with a dark roof. Large windows invite natural light, while a colorful metal rooster sculpture stands prominently in the green lawn, enhancing the outdoor charm.
Home in Abbot

Cozy vacation home riverfront on 1 acre lot

Relax in our cozy, 4 season family home, situated on a one acre lot with frontage on Kingsbury Stream, with a scenic view and the calming sound of water flowing. The house has excellent access to ATV trails and is a half hour from downtown Greenville. 45 minutes away are Big Moose Mountain, Lily Bay State Park, Kokadjo, and Moosehead Lake, home of Mt.Kineo. Abbott Village Bakery, located 5 minutes away, has delicious baked goods & coffee. For groceries, Eli's Market is a 10 minute drive.

4.74 out of 5 average rating, 19 reviews
Top guest favorite
Home in Dexter

Lakehouse 4 season getaway with rail trail access!

You'll love this comfortable retreat on peaceful Lake Wassookeag, and Dexter's small-town charm. Winter, bring snowmobile, XC-ski, or ice-fishing skills; come spring and summer, swim, kayak or paddleboard, from the back yard. The Newport/Dover Rail Trail ("4 season adventure trail") is accessed from the lower yard, great for walking, cycling, snowmobiling, XC Ski, ATV. Come explore "The Heart of Maine", Dexter is only 25 minutes from Route 95, and a gateway to Moosehead, Katahdin, Acadia.

5.0 out of 5 average rating, 14 reviews
Guest favorite
A historic covered bridge is depicted, nestled in a snowy landscape. Tall trees with bare branches frame the image, while a gentle river flows beneath the bridge, partially frozen. The bright blue sky enhances the serene winter scene.
Apartment in Sangerville

Rustic Country Apartment on The Moosehead Trail.

We recently acquired the house we live in which has an efficiency apartment in the back. It is cozy and private. The house is old and unique. It was previously a long term rental. We wanted to provide a restful space in the heart of Maine Highlands, the crossroads of Central Maine. We enjoy the scenic area with beautiful lakes rivers, multiuse trail systems and trail head of the 100 mile wilderness of the Appalachian Trail, Moosehead lake, Maine's largest lake, and State Parks.

4.85 out of 5 average rating, 213 reviews
Top guest favorite
Cabin in Abbot

Trailside Cabin In Perfect Location!

Trailside cabin with lots of opportunity! Hiking, Hunting, Fishing, Swimming, and ATV/Snowmobile trail runs right through property. Moosehead Lake, Greenville, The Forks, Bingham, The Windmills all close by. The Appalachian Trail borders the property. Hike Borestone Mtn, Barren Mtn, Big Squaw, or the AT. Town beach is also close by for swimming in Lake Hebron. Park your truck and ride your ATV/Snowmobile to several restaurants, gas stations, grocery stores, lakes, and mountains.

4.99 out of 5 average rating, 105 reviews
Guest favorite
The waterfront house showcases a modern gray facade with white trim. A large front porch is adorned with seating and flower beds. Lush greenery surrounds the property, and the tranquil lake is visible in the background, enhancing the peaceful setting.
Home in Monson

The Hebron House Lakefront 4BR

LOCATION! The Hebron House™️ is a newly remodeled 1870’s house located near downtown Monson, on Lake Hebron. Park your trailers and snowmobile right from the house. You will have the entire lake house to yourself. Enjoy the evening on the large front porch or on the back deck in the private and peaceful wooded backyard. Witness spectacular views of the lake right from the house or get up close on the dock while fishing. Hiking, ATV and snowmobile trails right from the house.

4.93 out of 5 average rating, 69 reviews
Guest favorite
Cottage in Dover-Foxcroft

Charming, Year Round Lake Front Camp

We grew up spending our summers on Sebec Lake, and there's a reason the state motto is 'The Way Life Should Be'. This camp is lake front property, with outdoor seating, dining and swimming steps from the back door. The spacious layout of the camp provides the perfect family friendly escape any time of the year! In the winter there is plenty of ice fishing and snowmobile trails in the area, so it's the perfect place to share time with family and friends year-round!

4.96 out of 5 average rating, 99 reviews
Top guest favorite
A serene natural landscape is depicted, featuring a small island surrounded by calm waters. Towering trees cover the island and nearby rocky shores, with a clear blue sky overhead. The tranquil setting highlights the beauty of the waterfront area.
Cabin in Bowerbank

Canoodlin Cabin on Sebec Lake

Canoodlin is the last point of land before the “big lake” and offers something for everyone with loon calls, fire pit, hammocks, hikes, fishing, canoeing, SUP, swimming and just taking in the beautiful sunset and views of Borestone from the well appointed, private cabin. Two master bedrooms, each with 1 king or 2 twin beds & its own full bathroom. Gas fireplace, kitchen with dishwasher, bbq & washer/dryer. Also included is fast wifi streaming, games and puzzles.

5.0 out of 5 average rating, 55 reviews
Guest favorite
The loft area features warm wooden walls with two mounted moose heads, highlighting rustic charm. A wooden railing surrounds the loft, providing a view of the living area below. Natural light is softly illuminated by recessed lighting along the ceiling.
Guesthouse in Sangerville

Richardson's Rental Dover-Foxcroft Maine

Brand new construction. This unit is located behind the main house. The cabin has one bedroom, one full bath, open kitchen/living area/dining, half loft and radiant heat. Direct access to snowmobile/atv trail system. 50 minutes from Bangor, 50 minutes from Greenville. 90ish minutes from Bar Harbor/Acadia National Park. Sebec Lake is just minutes away. This is a unique get a way for those that want to explore or sit by the campfire and relax. Directly on ITS 85.

4.95 out of 5 average rating, 60 reviews
Guest favorite
A spacious living area features high ceilings with wooden beams and large windows allowing natural light to fill the room. A comfortable brown sofa and blue accent chair complement a wooden coffee table, while a stone fireplace adds warmth. A patterned area rug anchors the space.
Home in Bowerbank

Lakefront|Sebec Lake|Private dock|WiFi|Dogs ok|

Welcome to our relaxing, rustic lakefront retreat on beautiful Sebec Lake. This property features 4 bedrooms—3 in the main house and a private loft above the detached garage. The main house sleeps 8 with queen beds and a sleeper sofa, plus 2.5 bathrooms. The loft offers over 300 sq ft with a queen bed, twin daybed, trundle (sleeps 4), AC, and no bathroom. Total capacity: 12 guests.

4.97 out of 5 average rating, 123 reviews

Popular amenities for Guilford vacation rentals