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!

LocationFamilyHot tub

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

LocationFamilyOutdoor spaces

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!!!

LocationValueBathroom

4.87 out of 5 average rating, 121 reviews

A hot tub bubbling gently is positioned on lush green grass, with a serene view of Lake Saint George in the background. Colorful autumn trees line the water's edge, and a clear blue sky adds to the tranquil setting.

Home in Liberty

Modern Lakefront Home w/ Hot Tub • Summer Vacation

Grace's Cottage is a charming 1860's cottage on Lake Saint George. Newly remodeled, the 3 bedroom, 1 bath cottage offers a perfect blend of old-world charm and modern amenities. A spacious screened porch overlooks the lake, and a year-round hot tub provides a perfect spot to relax & unwind. This living space is perfect for gathering with family & friends. Whether you're seeking a romantic getaway or a fun-filled family vacation, Grace's Cottage is the perfect home base for your Maine adventure.

ValueLocationLaundry

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.

LocationValueComfort

4.98 out of 5 average rating, 210 reviews

A serene waterfront view captures calm waters reflecting the sky and surrounding landscape. Lush greenery is visible along the shore, while scattered clouds drift across the blue sky. The tranquil scene invites relaxation and appreciation of nature.

Home in Newcastle

Peaceful Oasis by the Great Salt Bay - 3BR/2Ba

Waterfront Retreat with Gorgeous Views Stunning 3-bedroom, 2-bath home perfect for multi-generational gatherings. Features an open-concept layout, chef’s kitchen, 1st-floor bedroom and bath, 2nd floor with 2 bedrooms and 1 bath. Kayak from your backyard, hike nearby trails, or swim in Damariscotta Lake just a 5-minute walk away. Stay connected with high-speed fiber optic WiFi. Close to charming Newcastle and Damariscotta shops and restaurants. A true oasis for nature and relaxation lovers!

ValueFamilyParks

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 .

LocationValueHeating

4.92 out of 5 average rating, 146 reviews

Two wooden chairs are situated on a dock overlooking a calm pond surrounded by dense trees. The water reflects the sky and greenery, creating a serene backdrop. A sense of tranquility is conveyed through the peaceful atmosphere of the natural setting.

Home in Oxford

Mirror Pond Cottage

A sweet space on a pond, this cottage is perfect for those looking for a quiet getaway. We offer swimming, kayaks and a canoe, life jackets along with a raft to float on. Endless fun in the water, with no motors to be heard. This is a quiet spot and we would hate to be responsible for ruining that. We are family friendly and kids are welcome, but please leave the party at the casino (5 minutes away)! The waterfront is sandy and shallow, perfect for young ones to splash around in.

FamilyLocationAir conditioning

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.

FamilyValueComfort

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.

LocationFamilyDecor

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.

FamilyLocationShared spaces

4.9 out of 5 average rating, 175 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.

FamilyValueBathroom

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

LocationValueCleanliness

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

ValueFamilyCheckout

5.0 out of 5 average rating, 24 reviews

Home in New Portland

Riverway Cottage

LocationFamilyAmenities

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

FamilyLocationDecor

5.0 out of 5 average rating, 10 reviews

Home in Lewiston

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

LocationFamilyAccuracy

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

FamilyLocationNearby

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

FamilyLocationHiking

4.86 out of 5 average rating, 22 reviews

4.83 out of 5 average rating, 24 reviews

Home in Mechanic Falls

Back street!

LocationFamilyCheck-in

Weekly house rentals

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

FamilyLocationHospitality

4.95 out of 5 average rating, 85 reviews

Classy AF Home, walk across the street to Colby!

LocationFamilyAccess

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

LocationFamilyNearby

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

LocationFamilyOutdoor spaces

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

LocationFamilyCheckout

4.86 out of 5 average rating, 22 reviews

Salmon Lake Retreat

FamilyLocationAmenities

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

LocationFamilySleep quality

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

FamilyValueAccuracy

Private house rentals

5.0 out of 5 average rating, 35 reviews

Home in Vienna

Relaxing Maine Woods Cabin on a Pond-Dog Friendly!

LocationFamilyNearby

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!

FamilyLocationAccuracy

5.0 out of 5 average rating, 28 reviews

A charming cabin exterior is surrounded by lush trees, featuring natural wood siding and a gabled roof. The screened porch offers a welcoming entry with green trim and a white door, inviting guests to enjoy outdoor relaxation in a private setting.

Home in Rome

Wildewood Haven on beautiful Long Pond

LocationFamilyBathroom

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)

FamilyLocationAccuracy

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

LocationFamilyGetting around

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

FamilyLocationBathroom

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

LocationFamilyOutdoor spaces