Cottage vacation rentals in Gray

4.97 out of 5 average rating, 161 reviews

Cottage in Buxton

Peaceful Cottage on Maine Flower Farm

Maine’s Peaceful Off-Season Escape Nestled just next door to Ferris Farm, our family-run flower farm, this charming cottage offers the perfect private space to rest and recharge. Even as the gardens rest for winter, there’s beauty all around. Stay in and enjoy slow, coffee-filled mornings, quiet walks around the property, and cozy, starlit evenings by the fire pit. Or take a drive and explore Portland’s diverse food scene. Perfect for a romantic retreat, solo escape, or remote work getaway.

4.95 out of 5 average rating, 136 reviews

A canoe is positioned in the foreground, facing a vivid sunset over the lake. The sky is painted with shades of orange, pink, and purple, reflecting on the calm water surface, surrounded by distant hills under a soft gradient.

Cottage in Sabattus

Maine lakehouse-Ice fishing, skiing, snowmobiling

Beautiful lake living & winter activities, 2.5 hours from Boston, 40 min. from Portland. Near skiing- 1:20 from Sunday River, 1:10 Pleasant Mtn., 1:05 Mount Abram Ski Area, 0:20 Lost Valley. This cozy 2-bedroom home on Lake Sabattus with 110 feet of private lake frontage, sleeps four. All the amenities of home incl. a SS kitchen with newer appliances. Minutes to Lewiston/Auburn - close to dining and stores. Well known ice fishing spot , cross-country skiing nearby too. Fire pit, great sunsets.

5 out of 5 average rating, 200 reviews

A serene waterfront scene features a small boat gliding across calm waters, reflecting the surrounding buildings. A cluster of white cottages stands on pilings, with a dock visible, under a soft pastel sky as day transitions to evening.

Cottage in Brunswick

Lobstermen's ocean-front cottage

Be our guests & experience the life & beauty of Midcoast Maine. Relax & enjoy the views, warm up in the sauna or go for a refreshing dip. The cottage is part of an over 100 year old working lobstering, and now oyster farming property we call, Gurnet Village. Located right on historic Route 24, we are conveniently situated between Brunswick & the islands of Harpswell. All rooms have ocean views. The tidal beach & the floating dock (May-Dec) is ideal for seasonal fishing, lounging & swimming.

4.89 out of 5 average rating, 264 reviews

The exterior of Pebble Cottage is shown, featuring a charming yellow facade with a welcoming front porch. Two large windows adorned with flower boxes are displayed, offering a glimpse of the landscaped yard framed by a white picket fence.

Cottage in Bridgton

Rustic Pebble Cottage in beautiful Bridgton, Maine

Pebble Cottage is a one hundred year old quirky camp that was enlarged some years back. It is located in Bridgton near plenty of lakes and skiing. The public beach is a short skip down the hill. The cottage is a rustic little haven that was saved from demolition, and updated with a brand new bathroom, a cute little kitchen with a dishwasher, with two heat pumps to keep the space cozy and three homey comfortable bedrooms, a large yard with a hammock, very quiet retreat. Please note it's old!

4.99 out of 5 average rating, 441 reviews

The exterior of a post and beam cottage is shown, featuring a light wood facade and a brown shingled upper section. Two black Adirondack chairs are placed on a wooden deck, accompanied by potted plants. Large windows offer a view of the forested surroundings under a partly cloudy sky.

Cottage in Pownal

Dreamy Post&Beam Hideaway Near Portland & Freeport

Escape to a dreamy timber-frame cottage tucked in Maine’s woods! Soaring beams, radiant-heated floors, a king loft bed, and a crackling fire pit await. Sip coffee on one of the two decks, hike Bradbury Mountain (3 minutes away), shop Freeport (10 minutes away), or dine in Portland (20 minutes away)—then return to your cozy hideaway under the stars. Full kitchen, vaulted ceilings, radiant heat floors, private driveway, fire pit and peaceful forest views make it the perfect year-round retreat.

4.97 out of 5 average rating, 253 reviews

A cozy cottage is surrounded by lush trees and greenery. Two blue chairs are placed outside near the entrance, with a small table between them. A gas grill is positioned nearby, creating a welcoming space for outdoor relaxation and dining.

Cottage in Scarborough

Bright, clean, private cottage near Higgins Beach!

Nestled amongst the trees and located just 2 miles from beautiful Higgins Beach and just 5 miles to Portland, this recently renovated, sparkling clean, bright, private, stunning cottage is waiting just for you! Your private entrance is just steps away from your parked car. The cottage is 16 x 20 so it's super cozy! We live on the property (so we're here if you need us) but you are 100 feet from us, way out in the backyard. (It's private!) Our location is perfect for your Maine vacation!

4.92 out of 5 average rating, 120 reviews

A serene lake view is depicted, showcasing calm waters reflecting the sky and surrounding trees. A private dock is visible at the water’s edge, adding to the tranquil atmosphere. The natural landscape features a variety of green hues from the trees lining the shore.

Cottage in Raymond

Relax by a Quiet Lake

Charming lakeside cottage only 29' from the waterline, w/65' of private waterfront. The cottage is a 3-season, classic L.C. Andrews, log-sided Maine summer lake home. Cozy atmosphere and a wonderful enclosed porch with amazing waterfront views. Enjoy fishing off the dock, hiking, canoeing, campfire, and exploring surrounding areas. Air conditioning units will ensure your comfort on warm summer nights and high-speed internet will keep your devices connected. Furnishings are family mix.

4.9 out of 5 average rating, 167 reviews

A tranquil view of the ocean is visible from a spacious wooden deck, featuring several white Adirondack chairs. The calm water reflects the clear blue sky and surrounding greenery, while distant islands can be seen along the horizon.

Cottage in Harpswell

Classic Maine Cottage - dock, sauna & kayaks

The Perfect Maine Cottage! On the edge of the ocean, carefully preserved with traditional details. Charming, open floor plan, with a wall of windows to the ocean. Sunny large wrap-around deck and screen porch creates beautiful outside spaces to enjoy. Perfect for listening to waves and watch lobstermen pull up their traps. Cathedral ceilings and Scandinavian design gives the cottage an exclusive feeling. Gentle stairs lead to the private deep water dock for all kinds of boating.

4.98 out of 5 average rating, 338 reviews

The exterior of the cottage features a large screened-in porch framed by tall trees. A pathway leads to the entrance, while colorful shrubs and a pumpkin add seasonal charm. The serene waters of the Sheepscot River are visible in the background.

Cottage in Edgecomb

Charming Cottage With Spectacular Water View

Find peace and serenity as you gaze at the glistening waters of the Sheepscot River. Our property sitting on Davis Island in Edgecomb, Maine overlooks the quaint town of Wiscasset, providing a calm atmosphere, stunning evening sunsets, and panoramic views. Located within the Sheepscot Harbour Village Resort, you are in a prime location to have access to local shops, antique markets, and restaurants. Take a stroll down to the Pier where you can experience the water up close.

Cottage in Old Orchard Beach

Two blue accent chairs are placed next to a small round table, positioned near large windows that allow natural light to fill the room. A console table is visible on one side, with a lamp providing additional lighting. The hardwood floor is complemented by a decorative area rug.

4.96 out of 5 average rating, 267 reviews

#3 Couples Cottage Minutes from the Beach

3 night Min. stay 6/1 to Labor Day. Cottage #3 is a one-bedroom (king bed) recently renovated well-appointed with comfortable furnishings and updated finishes. It is outfitted with modern decor. The cottage has a fully stocked kitchen with pots and pans and utensils for those times when you may just want to stay in and cook. Full size washer dryer. A private fenced patio with a gas grill, table and chairs. Just a short 5-minute walk to the sandy beach. Yes we allow pets.

4.99 out of 5 average rating, 280 reviews

A cozy cottage is framed by lush greenery and colorful landscaping, featuring a welcoming front porch and a sunroom with large windows. A picnic table is positioned nearby, inviting outdoor relaxation. The property is set against a backdrop of trees, contributing to a private and serene environment.

Cottage in Brownfield

Taproot Cottage at Stone Mountain

Taproot Cottage is cozy, quiet, comfortable and nestled in the beautiful White Mountain foothills of Brownfield, ME. Just one mile from the Stone Mountain Arts Center, 30 minutes to North Conway, NH, and easy access to hiking trails, mountain vistas, and the Lakes Region of western Maine. It offers a well-equipped kitchen/dining/ living room combination, full bath, a relaxing sunroom with full-sized futon for additional sleeping, and a loft bedroom with a queen bed.

4.95 out of 5 average rating, 151 reviews

A cozy living area features a warm color palette with a sectional sofa adorned with textured blankets and cushions. A rustic coffee table sits in front of a mounted television. Natural light floods the space, highlighted by wall art depicting wildlife and an appealing area rug.

Cottage in Yarmouth

Modern cozy cottage in historic coastal Maine

Contemporary, newly-renovated cottage between Portland and Freeport. Spotless interior w/ full kitchen, Netflix/AppleTV+, premium Tuft+Needle bed, and washer/dryer. EV charging available. Walk down Main Street to shops, restaurants, and the scenic Royal River. Easy drives to downhill skiing and iconic beaches, Portland's renowned restaurants, LL Bean flagship, and top-rated Maine Brewing. Half way between Boston and Sugarloaf. Your ideal base for Maine adventures.

Popular amenities for Gray cottage rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

4.98 out of 5 average rating, 55 reviews

A charming cottage is viewed from the front, featuring a red roof and stone chimney. Surrounding greenery includes lush trees and colorful flowers. A gravel path leads to the entrance, highlighted by welcoming steps and a well-maintained landscape.

Cottage in Jackson

Charming Cottage so close to JXN skiing & hiking!

5 out of 5 average rating, 31 reviews

A cozy living room is featured, with warm wooden walls and ceiling creating a rustic ambience. A comfortable sectional sofa and armchair are arranged around a central coffee table. Large windows provide natural light and views of the surrounding trees, while a Smart TV is positioned for entertainment.

Cottage in Shapleigh

Quaint New England Cottage in the Pines | Lakeside

5 out of 5 average rating, 77 reviews

Paradise Found Minutes from Ogunquit | Heated Pool

4.94 out of 5 average rating, 52 reviews

A bright living area features a comfortable gray sofa adorned with patterned cushions, complemented by a cozy teal accent chair. A round wooden coffee table sits in front, surrounded by a light area rug. Bookshelves and decorative elements enhance the inviting ambiance.

Cottage in Kennebunk

Fully Renovated/4min to K-port/HotTub/Game Room

Superhost

A comfortable outdoor space is presented with a grassy area surrounded by trees. Blue chairs are arranged around a fire pit, and large windows of the two-story home reflect the natural light. A sense of privacy is offered by the surrounding foliage.

Cottage in Casco

4.89 out of 5 average rating, 35 reviews

Waterfront Getaway w/ Private Beach (HOT TUB)

The exterior of the studio is shown, featuring a main entrance with large windows that provide natural light. A charcoal grill is positioned nearby, along with two blue adirondack chairs on a simple porch. The area is surrounded by gravel and concrete, with green grass visible in the background.

4.93 out of 5 average rating, 69 reviews

Cottage in Wells Maine

A spacious living area features large windows with natural light entering from outside, highlighting the blue walls. Comfortable seating includes a sectional and a leather ottoman. A decorative lamp and stylish clock add to the serene ambiance, while views of the surrounding greenery are visible.

4.98 out of 5 average rating, 66 reviews

2 BR house, close to Ogunquit, w/ AC + golf cart!

A bright kitchen area features modern white cabinetry and a spacious countertop. Barstools with woven seats are positioned at the counter. Natural light floods in through a nearby door, illuminating the polished wooden floor and light blue walls.

4.95 out of 5 average rating, 166 reviews

Cozy Cottage with Ocean Views, Wells Maine

Pet-friendly cottage rentals

4.91 out of 5 average rating, 162 reviews

The exterior of the cottage features a shingled façade, an American flag displayed prominently. A window offers a glimpse of the interior, and a flower box filled with vibrant blooms enhances the welcoming entrance. The surrounding yard includes grassy areas and a stone pathway.

Cottage in Saco

Bright & Cozy Beachside Cottage in Camp Ellis

4.98 out of 5 average rating, 112 reviews

The lake-front cottage is surrounded by trees and features a spacious deck with seating. Colorful adirondack chairs are arranged in a circular pattern near a stone-bordered landscaping area, adding inviting outdoor space for relaxation. A screen porch is visible on the side of the house.

Cottage in Middleton

Lovely cottage on Sunrise Lake, Middleton, NH.

4.92 out of 5 average rating, 150 reviews

An outdoor deck features a dining table surrounded by four chairs and a large umbrella. Soft lighting illuminates the space, complemented by a cozy seating area near the edge of the deck. A well-maintained lawn extends beyond the deck.

Cottage in Belgrade

Near Golfcourse | Dog Friendly | Lake Great Pond

4.82 out of 5 average rating, 111 reviews

A bright, open kitchen and living area is designed with large windows allowing natural light. A central island with chairs offers space for dining or socializing. A comfortable seating area is visible, complemented by warm wood accents and serene artwork on the walls.

Cottage in Lyman

RK North : All season Waterfront cottage with dock

Superhost

A sandy path leads through tall grasses toward the ocean, where gentle waves can be seen. A clear blue sky stretches overhead, complementing the serene beach atmosphere. A figure walks along the path, creating a sense of scale in the vast landscape.

Cottage in Popham Beach

4.8 out of 5 average rating, 162 reviews

Popham - Mah-Bella Beach House!

4.88 out of 5 average rating, 296 reviews

A charming cottage is nestled among tall trees, featuring a welcoming entrance with wooden doors. A small porch is adorned with a chair, providing a peaceful spot to enjoy the surrounding woodland. Multiple windows enhance the cabin's light-filled exterior.

Cottage in Wiscasset

Waterscape Cottage - private waterfront

4.92 out of 5 average rating, 168 reviews

A charming cottage is nestled among trees, showcasing a tranquil setting. Two Adirondack chairs are positioned on the grass, inviting relaxation while offering a view of the water in the distance. A well-maintained garden features vibrant greenery and blooming white flowers.

Cottage in Edgecomb

Spectacular Water View Cottage

4.9 out of 5 average rating, 72 reviews

A serene waterfront view showcases a vibrant sunset reflected on calm waters. Silhouetted trees frame the scene, highlighting the tranquil atmosphere created by the array of warm colors in the sky and the peaceful surrounding landscape.

Cottage in Harpswell

Basin Cove Retreat: Perfect to explore Mid-Coast

Private cottage rentals

4.92 out of 5 average rating, 63 reviews

A serene lake view is captured from the backyard, featuring a private dock extending into the calm water. Four black chairs surround a fire pit on a grassy area, with trees framing the scene. Soft reflections of the sky and surrounding nature are visible on the water's surface.

Cottage in Raymond

Relaxing New England Lakeside Getaway

4.94 out of 5 average rating, 69 reviews

The exterior of a charming house features a wooden shingle facade with a warm, earthy tone. A covered porch is outlined by large windows, while red chairs are arranged around a small fire pit in the yard. A fence encloses part of the property, adding to its cozy appeal.

Cottage in Saco

Beach Cottage. 2-Bedroom/1-Bath. Steps to beach!!

4.95 out of 5 average rating, 65 reviews

An airy kitchen features a large island with dark granite countertops and seating for several. Light hangs from the ceiling, illuminating the wood-paneled walls and large windows that provide views of the surrounding greenery. A cozy living area is visible in the background.

Cottage in Gray

Charming 3 bedroom cottage on Notched Pond

4.82 out of 5 average rating, 51 reviews

Wood paneling creates a warm entrance area, featuring a cozy chair and a welcome sign. The open layout reveals a light-colored rug leading towards a shared space, with glimpses of a kitchen and living area visible beyond.

Cottage in Windham

Peaceful waterfront hideaway with 5 bedrooms!

4.9 out of 5 average rating, 91 reviews

A charming log cabin is surrounded by greenery, featuring a red metal roof and large glass sliding doors. A wooden deck is adorned with vibrant seating options, creating an inviting outdoor space. Lush plants and trees frame the entrance to the cabin.

Cottage in Pleasantdale

Lakeside Story - Log Cabin, Fire Pit, Beach!

4.9 out of 5 average rating, 84 reviews

Two green Adirondack chairs are positioned by the water's edge, facing a serene and reflective pond. Surrounding trees showcase a variety of autumn colors, enhancing the tranquil atmosphere of the wooded environment.

Cottage in Windham

Covered Bridge Cottage - Maine woods and river

5 out of 5 average rating, 74 reviews

An inviting entryway is presented under a large, sloping roof supported by exposed wooden beams. Comfortable seating is arranged on the porch, with decorative pumpkins placed on the ground. Pathways made of stones lead to the entrance, surrounded by a tranquil natural setting.

Cottage in Biddeford

Secluded Coastal Home & Cottage 3 Minutes to Beach