Holiday rentals in Garland

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Top-rated holiday rentals in Garland

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Top guest favourite
A charming blue cottage is set in a lush green landscape, surrounded by trees and colorful flower beds. A brick chimney rises from the home's side. In the foreground, a cluster of large stones is visible on the well-kept lawn.
Guest house in Orland
4.99 out of 5 average rating, 189 reviews

Cozy cottage in Orland Village-Penobscot Bay area

Charming cottage in Orland Village, 2 minutes from Bucksport, a short walk away from the Orland River and its estuary on the Penobscot Bay. Nestled on 3.5 acres of wooded land, 300 ft behind an 18th-century colonial house. Completely self-contained with equipped kitchen. Fast 800 Mbs fiber internet/WiFi. 45 minutes to Acadia National Park, 30 min. to Belfast, 20 min. to Castine. Perfect base for hiking, kayaking, sailing, or discovering the maritime past of the area. We’re very pet friendly!

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, 223 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

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, 136 reviews

Cozy Cottage on the Penobscot — Panoramic Luxury!

Escape to your private waterfront retreat where tranquility meets luxury. Our Coastal Maine Cottage style home rests on a granite ledge that disappears twice daily with the tide. Enjoy a sun-filled interior with cherry floors, a gourmet kitchen, and a private deck for sunrise coffee or evening wine. Wake to sweeping Penobscot River views & unwind by the fire pit at river’s edge. Just 10 minutes to downtown Bangor, with easy access to urban amenities, Bar Harbor, and Acadia Park. @cozycottageinme

Top guest favourite
A welcoming living area is portrayed, featuring a brown leather sofa adorned with a decorative cushion. A clear glass table is set with a delicate lace doily and a small vase of yellow roses. Near the window, a vintage record player adds a touch of charm to the space.
Flat in Bangor
4.86 out of 5 average rating, 194 reviews

Historical Hideaway/In-Town

CharmHouse Historical Hideaway is a cozy one-bedroom first floor apartment in a very quiet neighborhood in the heart of Bangor. Perfect for a couple or traveling professional. There is one unit upstairs and a backyard unit with a long-term family residing. We have created a space that will welcome you home after a long day at the coast, downtown shopping and dining or workday. Our property is within a walk to downtown and close to both local hospitals for those wanting to travel and work.

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, 157 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

Guest favourite
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.
Flat in Sangerville
4.84 out of 5 average rating, 195 reviews

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.

Top guest favourite
A rustic wooden sign welcomes visitors at the entrance, featuring carved letters. The scenic property is framed by greenery, with a spacious gravel area and a large wooden garage on the left. The lodge building stands in the background, surrounded by trees and open sky.
Cabin in Milo
4.96 out of 5 average rating, 166 reviews

Maine Lodge & Cabin getaway

Muk-Bog Lodge is settled on 30 acres of Maine woods and surrounded by more than 100 acres of preserved Maine woodlands. Located on a private drive several hundred yards from the main roadway, this Lodge offers you privacy while still being within 10 minutes of downtown Milo. The Lodge also offers a 30x40 garage for storage or parking while renting. There is also a 12x14 mudroom at the entrance for more storage and a open 12x12 back deck overlooking the firepit and back lawn area.

Top guest favourite
A cozy bedroom features a queen bed with white linens, flanked by two nightstands holding lamps. A window allows natural light to enter, showing views of surrounding greenery. Pine wood paneling and a ceiling fan complete the tranquil, modern design.
Home in Dexter
5 out of 5 average rating, 36 reviews

Rail Trail Retreat

Enjoy direct access to the Newport/Dover-Foxcroft Rail Trail from our backyard. Not a rider, enjoy the relaxing cottage feel of our home or venture less than a mile to our “Heart of Maine” small town. Enjoy shops, great eateries and quick lake access for those boaters at the public boat launch. With two bedrooms equipped with queen beds, we also offer extra space in the living room with a daybed & trundle. This home had a complete overhaul in 2022-2023 and is brand new!

Guest favourite
The kitchen features light-colored cabinetry and a large island with seating for four. A spiral staircase is visible, leading to the upper levels. Natural light is provided by windows above the sink and in the dining area, which includes a wooden table and chairs.
Flat in Pittsfield
4.89 out of 5 average rating, 117 reviews

Loft Retreat

Welcome to our enchanting loft retreat! Our thoughtfully designed apartment offers a serene escape with a touch of sophistication. Ascend the spiral staircase to discover a cozy bedroom complete with a work space and reading nook. Hidden up a trap door on the third level are two twin beds for the nimble. A full deck complete with a small fire pit is available in the warmer months. Your getaway awaits!

Guest favourite
A quaint exterior of the carriage house is presented, featuring a porch with railings and two chairs. Lush green grass surrounds the house, complemented by mature trees offering shade. The sky is bright blue, bringing a cheerful atmosphere to the setting.
Guest house in Dexter
4.88 out of 5 average rating, 111 reviews

The Carriage House at Peony Hill

Come stay on the grounds of a 1913 French Colonial in the original carriage house at Peony Hill. The carriage house is a full one bedroom, full bath, kitchen, eat-in dining area, along with spacious living room complete with a cottage/cabin feel. The new June 2022 remodel decor is quaintly appointed with regional Maine finds and vintage antiques scattered in the professional decor.

Guest favourite
Cabin in Sangerville
5 out of 5 average rating, 9 reviews

Knotty Pine Trailside Cabins (4)

Come & relax with the whole family in our open concept layout. Beautiful natural knotty pine wood work custom built. This cabin is extremely comfortable with all brand new appliances, pots & pans. 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 your cabin.

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
4.95 out of 5 average rating, 20 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 Garland holiday rentals

  1. Airbnb
  2. United States
  3. Maine
  4. Penobscot County
  5. Garland