Holiday rentals in Fairfield

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Top-rated holiday rentals in Fairfield

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Cabin in Chesterville
5.0 out of 5 average rating, 212 reviews

Off-Grid Cabin with Wood Fired Hot Tub. 4 Kayaks

Relax at this off-grid modern A-Frame cabin on 90 acres in Maine's Lakes Region. The cabin is tucked deep in the woods, far away from everything. 4 kayaks and firewood included. Separate bunk cabin increases sleeping capacity to 10 Wood-Fired Cedar Hot Tub - a relaxing, very unique experience 5+ lakes nearby- beautiful swimming and kayaking Cedar throughout cabin, concrete countertops, cedar/concrete shower. Outdoor firepit. Hiking trails. Beaver Pond. Property has private airstrip (51ME)

Top guest favourite
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
4.94 out of 5 average rating, 172 reviews

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!!!

Guest favourite
Cabin in Smithfield
4.83 out of 5 average rating, 18 reviews

Waterfront private beach. 4-seasons Maine escape.

Waterfront cabin on North Pond in Smithfield, Maine with a private sandy beach just steps from the door. This four-season retreat sleeps up to 10 guests with 3 bedrooms and 2.5 bathrooms. Swimming, kayaking and sunsets in summer, fall foliage views, and direct ITS 87 access in winter for snowmobiling! Easy access for ice fishing. Peaceful, private setting close to Waterville & Augusta. Sugarloaf nearby. Ideal for families, couples, and year-round Maine lake getaways. Book now and unwind! Relax!

Top guest favourite
Apartment in Oakland
5.0 out of 5 average rating, 112 reviews

Home away from home cozy new Apartment in Oakland

Escape to this newly built apartment in Oakland for a relaxing and peaceful getaway. Unwind on the porch while enjoying Maine’s beautiful wildlife, breathtaking sunsets, and star-filled skies. Conveniently located just minutes from Colby College, Thomas College, Snow Pond public beach/boat landing, Bowl in the Pines, and many local restaurants, shops, and outdoor attractions. Perfect for a vacation exploring beautiful Central Maine, visiting family, college visits, or business travel.

Guest favourite
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
4.87 out of 5 average rating, 241 reviews

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 .

Top guest favourite
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.
Home in Belgrade
5.0 out of 5 average rating, 40 reviews

Enjoy a gorgeous sunset steps away from Great Pond

Relax, swim, boat, kayak and enjoy time with your family at beautiful Great Pond Lake. This home is located steps from Great Pond and has 3 lovely decks from which to enjoy the sunset. Great Pond is located only an hour North of Portland in Belgrade Maine. Belgrade Lakes Golf Club is one of the top rated courses in Maine and is a public course. There is easy access to multiple hiking trails. There are also many winter activities - snow shoeing, cross country skiing and ice skating!

Guest favourite
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.
Home in Oakland
4.88 out of 5 average rating, 25 reviews

The Lake House on McGrath Pond | 4BR | Waterfront

Unwind year-round at this stunning lakeside home on McGrath Pond with 100+ ft of private water frontage. Sleeps 10 with 4 spacious bedrooms. Enjoy an open floor plan, fully equipped kitchen, large deck with lake views, WiFi & cable TV. Near Colby College and a short drive to Sugarloaf, Acadia, Bar Harbor & Freeport (LL Bean and outlets). Whether you're kayaking in summer, leaf-peeping in fall, or skiing in winter, this home has everything you need for a memorable Maine escape.

Superhost
A light-colored sectional sofa is positioned on a soft area rug, complemented by decorative pillows. A dark wood coffee table with storage compartments sits in front. Sheer, pattern curtains frame the windows, while a potted plant adds a touch of greenery to the space.
Flat in Winslow
4.86 out of 5 average rating, 69 reviews

1st FL | Entire 3 BR apartment in Winslow| 3 BR

Welcome to our stylish three bedroom apartment, recently renovated, nestled on a quiet street near high school. This inviting space has a separate entrance. The apartment is furnished with a comfortable queen sized bed, wifi, a work area, and a washer/dryer to maximize comfort and functionality. Free Parking on the driveway. 5 mins drive to Colby college due 3 mins drive to Downtown Waterville 2 mins drive to restaurant in downtown Winslow 25 minutes drive to Augusta, ME

Guest favourite
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.
Home in Oakland
4.89 out of 5 average rating, 114 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.

Top guest favourite
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
4.91 out of 5 average rating, 179 reviews

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.

Top guest favourite
The cabin is viewed from the water, framed by lush greenery and tall trees. A spacious porch extends across the front, highlighting the cabin's inviting structure, while the calm water reflects the surrounding nature and the bright exterior of the building.
Cabin in Augusta
5.0 out of 5 average rating, 128 reviews

Price's Point - Cabin on the water

Brand new Cozy Cabin on a small 181 acre pond. Enjoy the cabin feel of knotty pine and a big country porch overlooking the water. Walk in access to the water or ice in the winter. Kayaking, canoeing, ice fishing, snowmobiling and more depending on the time of year. A peaceful location a mile down a private road but 10 minutes away from a grocery store etc. Eagles, loons and fish will be your neighbors as you are in the moment at Price's Point.

Guest favourite
A scenic lakeside area features four dark wooden chairs arranged around a stone fire pit. Smooth rocks and gentle waves are visible in the background, reflecting the sunlight, while trees and shrubs border the landscape, creating a serene outdoor space.
Cottage in Oakland
4.9 out of 5 average rating, 39 reviews

Pet-Friendly Lakefront Camp w/ Kayaks & Sunsets

Escape to our peaceful East Pond lake retreat—where slow mornings, sunset views, and loon calls set the tone for your stay. 🌅 Shared water access + stunning sunsets 🚣 Complimentary kayaks & canoe 🔥 Fire pit, outdoor dining & relaxing lake vibes 🐾 Pet-friendly for your four-legged family members Now offering flexible summer stays—no full-week commitment required. Perfect for long weekends or midweek getaways.

Popular amenities for Fairfield holiday rentals