Holiday rentals in Guilford

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Top-rated holiday rentals in Guilford

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Top guest favourite
A log cabin is situated on a grassy expanse beside the water, surrounded by trees displaying vibrant autumn foliage. A private dock extends into the lake, providing access for boating activities, while the spacious lawn offers plenty of room for outdoor enjoyment.
Home in Stetson
4.95 out of 5 average rating, 211 reviews

Lakefront Log Cabin on Pleasant Lake

Best view on the Lake! 500' of frontage out on a point. Private boat launch and dock site available. Covered deck to watch the sunset. Outdoor firepit, as well as indoor gas insert. Propane grill on site. Plenty of parking available. In the winter, ideal location for snowmobiling and ice-fishing. Right on to the lake and then 4 locations to get on local/ITS trails. Great fishing 200’ from the porch. Once the ice is out, hit the black crappie and Smallies from the convenience of a private launch

Guest favourite
The A-frame chalet features a green metal roof and a wooden exterior, set amidst lush greenery. A small balcony with flower pots is visible on the upper level, while a vintage vehicle is parked nearby on the grass.
Tiny home in Atkinson
4.95 out of 5 average rating, 156 reviews

Cozy Rural A-Frame in the Middle of Maine.

Get away from it all when you stay under the stars. This chalet is right on the ITS trail, nestled in the middle of a small lightly wooded lot in a rural setting. Enjoy the fire pit, bring your snowmobiles, bikes and trailers. The space is cozy with a 55" TV and small kitchen to prepare your meals. The bedroom is in the loft with catwalk opening up to a balcony. Enjoy access to year round outdoor activities as you are nearby Katahdin Iron Works/Jo Mary region and near Sebec and Schoodic lakes

Top guest favourite
An aerial view captures the coastal cottage set on a granite ledge beside the Penobscot River. Surrounding trees in autumn hues frame the property, and the tranquil water reflects the colorful foliage, creating a serene natural setting.
Home in Hampden
5 out of 5 average rating, 122 reviews

Cozy Cottage on the Penobscot — Panoramic Luxury!

Escape to your private sanctuary where tranquility meets luxury. Our Coastal Maine Cottage home is perched on a granite ledge that disappears twice daily with the rising tide. Enjoy the pristine interior bathed in natural light, cherry floors, and gourmet kitchen. Wake to panoramic views of the Penobscot River from the owner's suite. Conveniently located 12 minutes to downtown Bangor, our retreat offers easy access to urban amenities, an international airport, and Acadia! IG @cozycottageinme.

Guest favourite
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
4.97 out of 5 average rating, 121 reviews

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

Welcome to our relaxing lakefront property situated on Sebec lake in Maine. The 3 bedroom (3 queen beds plus 1 sleeper sofa to sleep 8 guests), 2 ½ bath home. Also, the "Loft" with A/C above the garage (4th bedroom) is available for a separate fee. It has a queen bed plus twin day bed and a trundle sleeping up to 4 guests, no bathroom. Please ask for additional pricing. Main house(8 guest)+loft(4 guests)=sleeps 12 guests. More info on our page, just search for PineTreeStays and save!!!

Guest favourite
Home in Abbot
4.92 out of 5 average rating, 75 reviews

Private cabin on River! 20 min to Moosehead region

Enjoy your stay on the picturesque Piscataquis River in Maine. You will enjoy 175 ft of private river frontage out your back door in a newly remodeled cottage. We are 20 min to the Moosehead region, 10 min to the Appalachian trail and the 100 mile wilderness trail head. There are many beautiful hikes, ponds, lakes, streams, ATV and snowmobile trails nearby to enjoy and the best part is coming back and unwinding to the rippling river, the crackling fire pit and the starlit skies.

Superhost
A welcoming entrance to a cozy cabin is enhanced by decorative elements, including colorful flowers and windmills affixed to a wood-paneled exterior. Two black chairs are positioned on a green carpeted area, inviting guests to relax and enjoy the surroundings.
Guest suite in Parkman
4.61 out of 5 average rating, 72 reviews

Mountain View 420 friendly trails, pet friendly

Hiking, Antiquing, Foodies, 4 Wheel Trails. Come get away from life. PET Friendly with Medical Caregiver (21& up) on site. ATV trails at our doorstep. Enjoy the night under the stars or sit back by the fire pit & enjoy some s'mores & hot cocoa. Grab a coffee on your way out to explore the mountains, Hunting, ATV, Snowmobile trails, Waterfalls, Rafting, & Hiking, 20min from the start or end of the Appalachian trail & 40min to Greenville. Local general store walking distance.

Guest favourite
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
4.93 out of 5 average rating, 88 reviews

1890 River Barn

Perched above the Piscataquis River, this historic barn was beautifully renovated into a rustic luxury retreat. Two full stories plus a loft, with relaxing river views on all levels. Gourmet kitchen/dining area with a fireplace & a cozy yet spacious lounge upstairs. Enjoy the garden and 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.

Top guest favourite
An aerial view of a lakefront property highlights a spacious black camp featuring multiple outdoor seating areas. A dock extends into the water, with well-maintained grassy areas surrounding the home. Nearby trees and neighboring structures are visible, creating a serene lakeside environment.
Cottage in Dover-Foxcroft
4.99 out of 5 average rating, 81 reviews

*New Listing* 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!

Top guest favourite
Home in Abbot
5 out of 5 average rating, 236 reviews

The Lodge on the Piscataquis River is Dog Friendly

Relaxing in the peaceful woods of Northern Maine is the goal here at The Lodge. Our Main Lodge is spacious & beautifully decorated. Perfect for a romantic retreat, family gathering or outings with friends. The beautiful Piscataquis river is located at the back of the property w/ a marked walking path. Enjoy winter & summer activities here like hiking the Borestone..close to Moosehead Lake, Greenville & Monson! ATV, Snowmobile trail access from the house.

Top guest favourite
An open sleeping area showcases two queen beds, each adorned with patterned bedding featuring bears and trees. A cozy futon is positioned against one wall. Warm wooden paneling enhances the natural feel, while a soft light fixture provides illumination.
Cabin in Sangerville
5 out of 5 average rating, 72 reviews

Knotty Pine Trailside Cabins (3)

Come & relax with the whole family in our open concept layout with beautiful natural knotty pine wood work all custom built. The cabins are extremely comfortable with all new appliances. You will feel like you are home away from home. Go exploring on your snowmobile or side by side with the ITS trail system right from the cabins.

Top guest favourite
A panoramic view of a serene landscape showcases rolling hills and a calm lake, framed by distant mountains under a clear blue sky. The foreground features an empty grassy area, leading the eye toward the tranquil water and forested hills in the background.
Guest suite in Greenville
4.97 out of 5 average rating, 691 reviews

Cozy apartment with beautiful view at Walden Farm

Our cozy one bedroom semidetached apartment is situated on the old historic Walden Farm overlooking Wilson Pond. It is located one half mile from Greenville Airport and a five minute drive from downtown Greenville. One bedroom with queen bed, all amenities, full kitchen, living room with double bed futon and bathroom.

Top guest favourite
A light-filled bedroom features a spacious bed covered with a textured white blanket. Neutral grey walls complement the wooden accents and framed artwork. A ceiling fan circulates air, while a nearby window allows natural light to enhance the serene environment.
Flat in Dover-Foxcroft
4.93 out of 5 average rating, 15 reviews

Sagebrook Retreat

Located in the heart of our town, we welcome our guests to stay in our newly constructed 1 bedroom apartment, walking distance to church, bank, grocery store, post office, or several stores and restaurants! Minutes from Sebec Lake and Peaks Kenny State Park! Under an hours drive to Greenville north or Bangor south!

Popular amenities for Guilford holiday rentals

  1. Airbnb
  2. United States
  3. Maine
  4. Piscataquis County
  5. Guilford