House vacation rentals in Oakland

4.96 out of 5 average rating, 231 reviews

A large blue house with multiple sections is pictured beside a clear lake. A private dock extends into the water, and outdoor seating in the form of two chairs is visible on the lawn, surrounded by lush trees.

Home in Augusta

Lakefront: Private Hot Tub, Sauna & Free Massages!

Make memories at our updated, 2500 sq. ft., lakefront home. Use our kayaks, canoes & peddle boats for the family! Great fishing - 648 acre lake. We offer many outside games, range of indoor games & arcade systems. Amazing 4-seasons room with outdoor dining setup viewing the lake. Enjoy our new hot tub, and grilling deck right outside master bedroom. Lavish soaking tub in master bath. Only 4 minutes to golf, 10 minutes to capital city, Augusta, and 45 minutes to skiing as well as Atlantic Ocean!

ValueLocationDecor

4.94 out of 5 average rating, 241 reviews

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

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

FamilyLocationBathroom

4.94 out of 5 average rating, 171 reviews

A spacious farmhouse stands amidst a grassy area, illuminated by warm light from numerous windows. A covered porch extends along the front, featuring wooden chairs. The surrounding landscape includes mature trees providing a natural backdrop.

Home in Starks

Farm house, River, Island, animals & private Chef.

MARCH-APRIL DAILY. Medicine Hill is a 136 acre farm on the Sandy River complete with a swimming hole and an entire island to explore. We grow vegetables, herbs & flowers. Our animals include sheep, chickens & rabbits. You will have full access to all areas of the farm! Spend time fishing or relaxing on the river. Or literally just sitting on the porch unwinding and taking it all in. 4 private bedrooms have stunning views surrounded by trees or fields. And if the Chef is available..EAT!!!

LocationValueBackyard

A circle of white Adirondack chairs is arranged around a fire pit on a manicured lawn. Tall trees provide shade, and a serene lake is visible in the background, reflecting the soft light of the evening. The scene conveys a peaceful outdoor gathering space.

4.99 out of 5 average rating, 96 reviews

Lakefront 3 bedroom pet friendly on Messalonski

Make memories of a lifetime at this unique and cozy family-pet-friendly private lakefront on Messalonskee. Beautifully manicured lawn/gardens with a fire pit surrounded by the peaceful sounds of nature. A large dock to take in the spectacular views of bald eagles, loons, and blue herons. Owners boat is attached for occasional boat rides. This guesthouse is newly built with a covered porch overlooking the serene lake. Comes w/3 kayaks, 2 paddle boards, a paddle boat, life jackets, and a canoe

FamilyLocationGrill

4.97 out of 5 average rating, 328 reviews

The open-concept living area showcases natural wood walls and a ceiling, with large windows allowing ample light. A soft sofa and a daybed are arranged around a round coffee table on a striped area rug. A staircase leads to the upper level, visible in the background.

Home in Farmington

Carriage House

Renovated circa 1920 carriage house in a quaint New England college town. Eight-minute walk to busy downtown with restaurants, bars, shops, and grocery store. Elegant contemporary style. Open concept downstairs with sofa, daybed (napping in the sun!), and chef-designed kitchen. Second level with two queen beds and small balcony. Adjoins miles of walking trails and forest, full of wildlife. Less than 5-minute drive to a 1.5 mile running trail along the Sandy River, with refreshing swimming.

LocationFamilySleep quality

5.0 out of 5 average rating, 245 reviews

Home in Oxford

The Modern Lakehouse

This modern lakehouse is situated on Hogan Pond in Oxford Maine. Here you can stay with all the comforts of a beautiful lakehouse built in 2020 while being feet from the water. This is a great place to vacation whether you prefer the private sandy beach, the A/C inside complete with Smart TV cable and Wifi, or the hottub! Sip a drink at the bar while watching the game or use the grill on the deck but be sure to use the built in sound system to play your music throughout the house and deck.

ValueFamilyAmenities

4.87 out of 5 average rating, 239 reviews

A spacious living room features a large sectional sofa adorned with colorful cushions. A decorative area rug rests on hardwood flooring, complementing the light walls and artwork. A lamp emits soft light beside the sofa, while a potted plant adds a touch of greenery.

Home in Waterville

Cozy House in Waterville

Our private Cozy House has just been renovated! We put in a new kitchen, bathroom, laundry room, and a big 4k smart tv/Apple TV. It's in a friendly neighborhood located in the heart of Waterville only five minutes from Colby College, Thomas College (by car) and just a few minutes from downtown Waterville. Everything is very close to our location. There's a Hannafords nearby, Maine General Hospital and many restaurants, schools and stores. We are located on a private dead-end driveway .

ValueFamilyHeating

4.85 out of 5 average rating, 112 reviews

A serene view of a lake at sunset is presented, showcasing soft hues of orange, pink, and purple reflected on the water. Silhouettes of trees line the shore, while the calm surface creates gentle ripples, inviting relaxation and contemplation.

Home in Manchester

Lakeside retreat on quiet cove on Cobbessee Lake!

Nothing beats summer days on the lake in Maine. Not only is this lake home situated on a quiet cove on central Maine's Cobbossee Lake, but it is near amenities in Augusta and close to I-95! Enjoy two large docks, a large lawn and gently sloping swimming area, and a newly renovated five bedroom house with two full bathrooms. This is the Maine vacation home you are looking for! Two of the bedrooms and one bathroom are in the basement, which is still under some small construction.

FamilyLocationBackyard

A serene outdoor area is framed by lush greenery and trees, showcasing vibrant orange flowers in the foreground. A meandering stone path leads towards a gathering area in the distance, partially visible through the foliage.

4.86 out of 5 average rating, 117 reviews

Brook Ridge Retreat

Work, play, & relax at Brook Ridge Retreat! Come visit your Colby or Thomas College student and have the comforts of home. Do some grilling or cook up a favorite meal in the full kitchen. Remotely connect to work or school at our custom-made desk and dedicated office area with wireless printer and available computer monitor. Splash in the brook or in the basin, and sit under the waterfalls. WiFi, firepit, Keurig or french press, electric fireplace, large decks, & big yard.

FamilyValueLayout

A scenic lakeside view captures the sunset reflecting on the water, outlining the dock and several boats nearby. The grassy area leads to the water's edge, with trees providing natural framing to the picturesque setting of the Lake House.

4.91 out of 5 average rating, 112 reviews

Lake-House on water, East Lake, Near Waterville

Welcome to the Lake House! 5 bedrooms. Access to a mooring. Full bathroom and kitchen with accessories. Bedrooms have locked doors & Wi-Fi. The house has a Deck and Docks, 8 foot by 10 foot floating Island, BBQ Grill. Lakeside Bon Fire Pit. Full bath, 30 feet from Lake! 2 entrances, 3 Kayaks, Fishing/Swimming. Nice neighbors including Camp Manitou, Matoaka and Somerset. Near Public Boat Landing & country store. I reside nearby, and will help with any issues.

FamilyLocationWifi

An open living area features a cozy seating arrangement next to an elegant stone fireplace. A circular coffee table sits on a textured area rug, and large windows provide ample natural light. A kitchen island with bar stools is visible, allowing for casual dining.

4.98 out of 5 average rating, 45 reviews

Ultra Spacious and Hosts are Gracious

Enjoy easy access to everything from this centrally located 3 bedroom/2.5 bath home. Newly renovated, very spacious sunlit home only 2 miles from I-95, public beach 1 mile, Colby College 6 miles, Thomas College 3 miles, Waterville 3 miles, Augusta 15 miles, and in the heart of the Belgrade Lakes chain. Many food options in all directions. Clean, comfortable, open, bright, and includes a private yard. This home sleeps up to 6 guests with its 3 queen beds.

LocationFamilyOutdoor spaces

4.9 out of 5 average rating, 174 reviews

A corner of the enclosed front porch showcases a wicker chair adorned with a colorful throw blanket. A small, coral-colored table holds a coffee cup, while a potted plant adds a touch of greenery. Natural light streams through the large windows.

Home in Waterville

Sterling House

1960’s Cape in a quiet, centrally located neighborhood. We are licensed with the City of Waterville as a STR. Sleeps (7) comfortably. Less than two miles to Waterville’s Downtown area with several restaurants and bars, Waterville Opera House, Colby College, Thomas College as well as MaineGeneral Thayer Hospital. We are a pet-free home with NO central A/C - fans only. Landscaping: We have a lawn service every other Wednesday between 7:30am and 9am.

ValueLocationCondition

Popular amenities for Oakland house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.94 out of 5 average rating, 113 reviews

Home in South Thomaston

Large private area, close to Rockland

ValueLocationCleanliness

4.94 out of 5 average rating, 236 reviews

A log cabin is nestled among tall trees on a gentle slope. Large windows create airy views from the exterior, showcasing a front deck that extends along the house. The natural surroundings provide a peaceful and serene setting.

Home in Peru

the lake house

FamilyValueIndoor spaces

5.0 out of 5 average rating, 24 reviews

Home in New Portland

Riverway Cottage

LocationFamilyIndoor spaces

4.95 out of 5 average rating, 21 reviews

A single-story home is set against a backdrop of tall trees, featuring a front porch with white railings. The well-maintained lawn is complemented by a curved garden bed with mulch and shrubs, creating a welcoming exterior.

Home in Skowhegan

Home away from home

LocationValueComfort

5.0 out of 5 average rating, 10 reviews

Home in Lewiston

Pool, Dream Home Gym, TV+Desk Each Room, Games

FamilyLocationKitchen

4.92 out of 5 average rating, 62 reviews

The exterior of a three-story colonial home is showcased, featuring a large circular pool surrounded by a white fence. Lush green lawn and trees provide a serene backdrop, while a spacious deck extends from the house, offering ample seating and relaxation space.

Home in Newport

Maine Lakehouse Retreat with pool

FamilyLocationCleanliness

Superhost

The living area presents a blend of comfort and style, featuring a spacious gray sofa complemented by a wooden coffee table. A stone fireplace serves as a focal point, while built-in shelves display curated items. Natural light fills the space through large windows, enhancing the inviting ambiance.

Home in Lincolnville

Coastal Retreat with Pool and Cheerful Vibes

FamilyLocationLong stay

4.86 out of 5 average rating, 22 reviews

4.95 out of 5 average rating, 19 reviews

A spacious living area features a large sectional sofa arranged around a central ottoman. Large windows allow natural light to fill the room, offering views of the outdoor deck and nearby river. A decorative area rug enhances the warm, welcoming atmosphere of the space.

Home in Turner

The Getaway - A River Paradise

LocationFamilyBeach

Weekly house rentals

4.95 out of 5 average rating, 85 reviews

Classy AF Home, walk across the street to Colby!

FamilyLocationLayout

An outdoor deck is showcased, featuring a dining table surrounded by several chairs with colorful cushions. Potted flowers add vibrant touches, and a lounge chair is positioned nearby. Lush trees and a glimpse of the lake view are visible in the background, creating a serene atmosphere.

4.88 out of 5 average rating, 25 reviews

The Lake House on McGrath Pond | 4BR | Waterfront

FamilyLocationHospitality

The lakeside cottage features multiple decks, offering expansive outdoor space and views of the surrounding trees. A terraced lawn leads down to the water's edge, where a rocky shoreline can be seen. The building's warm color complements the natural setting.

5.0 out of 5 average rating, 38 reviews

Enjoy a gorgeous sunset steps away from Great Pond

LocationValueHospitality

4.86 out of 5 average rating, 22 reviews

Salmon Lake Retreat

LocationFamilyHospitality

A wooden dock extends towards a multi-level lake house, surrounded by trees. A spacious deck is visible on the upper level, furnished for relaxation. The calm waters of Messalonskee Lake reflect the house and greenery, creating a serene environment.

5.0 out of 5 average rating, 15 reviews

Waterfront Lakehouse with Hot Tub and Barrel Sauna

FamilyLocationKitchen

A cozy living area features a light grey sofa with decorative blue pillows, complemented by two matching armchairs. Large sliding glass doors provide an inviting view of the outdoor seating area and the serene landscape by the lake. Natural wood paneling enhances the warm ambiance.

4.92 out of 5 average rating, 50 reviews

Family's Paradise: 3BR/2BA,Game Room & Lake Access

ValueFamilyAccuracy

4.96 out of 5 average rating, 24 reviews

4 Bedroom House with Chef's Kitchen on Main Street

FamilyLocationWalkability

The cottage features a spacious deck surrounded by tall trees, providing ample outdoor seating. Large glass windows reflect the natural surroundings and offer views of the lake. The structure showcases a mid-century modern design, harmonizing with the tranquil environment.

5.0 out of 5 average rating, 13 reviews

Lounging Loon

FamilyLocationNearby

Private house rentals

A serene view of the expansive lake is visible from the deck, featuring calm blue waters that stretch towards the horizon. A private dock can be seen, enhancing the tranquil lakeside environment, while green foliage is present along the nearby shore.

5.0 out of 5 average rating, 13 reviews

Large Water Front Chateau (5 BRs)

LocationFamilyCondition

The exterior of the spacious lakeside home is shown at dusk, with soft lights adorning the entryway. Surrounding trees provide natural privacy, while the serene lake glimmers nearby. A welcoming entrance is visible, offering easy access to the charming surroundings.

4.9 out of 5 average rating, 39 reviews

"Sweet Sunsets"Spacious 4 b/r Lakefront Home

FamilyLocationNearby

5.0 out of 5 average rating, 26 reviews

A wooden staircase leads down to a private dock, illuminated by soft lights. The calm water reflects the evening sky, transitioning from blue to orange as the sun sets. Surrounding trees add a natural frame to the serene lakeside scene.

Home in Smithfield

Misty Shores at North Pond

FamilyLocationHiking

Two rocking chairs are positioned on a wooden deck, facing a calm lake. The sun is setting in the background, casting a warm glow across the water. Lush trees frame the scene, enhancing the peaceful lakeside ambiance.

5.0 out of 5 average rating, 10 reviews

Classic Maine Lakehouse * 5 Star Views* Boat Dock

FamilyLocationDecor

4.97 out of 5 average rating, 37 reviews

An inviting exterior view of Manor House at dusk, showcasing its large deck and expansive windows. Soft lighting illuminates the porch and yard, while a peaceful lawn is framed by trees. Two fire pits are positioned on the grassy area, enhancing the tranquil ambiance.

Home in Rome

Manor House on Long Pond with water toys!

FamilyLocationBackyard

A charming lakefront home is depicted, surrounded by greenery. The spacious lawn extends towards the water, framed by trees. The house features large windows and a deck area, enhancing the view of the calm lake. The scene captures a peaceful atmosphere under a clear blue sky.

4.9 out of 5 average rating, 41 reviews

Spacious Family Lake house

FamilyLocationBathroom

4.93 out of 5 average rating, 15 reviews

Home in West Gardiner

Lakefront 4BR Home on Peninsula | Private Dock!

LocationFamilyOutdoor spaces