Holiday rentals in Pittsfield

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Top-rated holiday rentals in Pittsfield

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Top guest favourite

Cabin in Jackson

4.99 out of 5 average rating, 137 reviews

Wall of Windows - Super Clean & Solar-powered

This newly constructed 850 sq ft cabin features a wall of windows and is located on a 30 acre forest. It is perfect for those seeking a peaceful and cozy space to relax and breathe deeper while experiencing the brilliance of Mid-Coast Maine. Wake up to the gentle morning sun cresting over the trees, linger at night under the magic and mystery of a star-filled sky, and witness what all four seasons have to offer. Belfast and Unity are close w/ Bangor, Camden, Rockland, & Acadia - easy day trips.

Guest favourite

Home in Newport

4.94 out of 5 average rating, 128 reviews

Sugarmaple Lakehouse - Sebasticook Lake Newport ME

Beautiful Mid-coast Maine lakehouse! Relax with friends & family at this peaceful 2.6 acre lakehouse with 260’ of private Sebasticook Lake frontage plus private dock. Built in 1900, Sugarmaple Lakehouse sits back from the water 100 yards on meticulously-cared-for grounds. Grill on the deck, hang out at the fire pit with S'mores. Go kayaking/fishing/ATV through Fall. Enjoy as a winter paradise as well, with skiing just 25 minutes away, snowmobiling & more. Equipped with Smart TV & Amazon Echo.

Superhost

Tiny home in Jackson

4.87 out of 5 average rating, 251 reviews

Tiny House oasis in Beautiful Waldo County. We❤️🐕

We have an adorable rustic & comfy tiny house; warm & cozy, with a big queen bed AC & heater. There is a fridge, tea kettle, toaster oven & stovetop. We have a newly constructed shower room, pictures coming! There's a simple composting toilet indoors which works well & smells not at all. NO INDOOR PLUMBING but we supply drinking/cooking/washing water & there is a sink that drains. If you have more people & your own camping equipment, we have ample room for tents. additional $10/person.

Guest favourite

Home in Farmington

4.97 out of 5 average rating, 230 reviews

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.

Top guest favourite

Cottage in Oakland

5 out of 5 average rating, 120 reviews

The Rocky Road Camp on East Pond

Welcome to camp life on East Pond. A 1 bedroom home located in Oakland Maine. Your quiet weekend getaway awaits you. Located in central Maine. You will be about a 60 mile drive to the coast or about a 70 foot walk to the lake. Oakland is just a 20 minute drive to Waterville where both Colby and Thomas Colleges are located. East Pond is the host of several area summer camps. The camp will give you beautiful views of the lake. Sit on the deck and enjoy the loons and other lake activity.

Guest favourite

Cabin in Skowhegan

4.82 out of 5 average rating, 431 reviews

The Cabin -Skowhegan

Main floor has living area, kitchen and dining area, 1 queen bed, with a daybed and trundler. Loft has 2 twin beds. The couch could be used as a bed, full bathroom. Has no kitchen sink but has a kitchen area with microwave, large air fry oven, fridge/freezer, toaster and coffee maker, iron/board. Also has TV, DVD/Blue ray player, Gas BBQ (May to November 1st.), as well as a picnic table, out door fire pit. For guest who are traveling by plane, towels are provided, upon request.

Guest favourite

Farm stay in Palmyra

4.83 out of 5 average rating, 23 reviews

Quiet New England Farm

Raven Stone Farm is a quiet and picturesque farm nestled in Maine's beautiful Mid-Coast Region. Established in the early 1800’s, the farm offers Guests the chance to get away to the country in a cozy and comfortable setting, while being centrally located to all that Maine has to offer. Guests will have the camp like private "Barn Bunkhouse" to themselves with views of horses, deer, and wild turkeys. The farm is 2 miles from the town of Newport and Sebasticook Lake.

Superhost

Home in Pittsfield

4.82 out of 5 average rating, 124 reviews

Cozy Waterfront Home With Breathtaking Views!!!

That's right, you're booking for an entire Waterfront home! Our home features a single floor with opened concept and one of a kind waterfront view. Rain or shine, the home offers a spectacular 180 view of nature that is breathtaking! Located in downtown Pittsfield, you are surrounded by all the amenities that you will need! Boating, fishing, hiking, golfing, parks, restaurants, skydiving, brewery, museum, library, farmer market, supermarket and many more to explore!

Guest favourite

Cabin in Palmyra

4.96 out of 5 average rating, 54 reviews

Simple cabin with ample parking

Take it easy at this unique and tranquil getaway. Quick access off Route 2 and just minutes from Interstate 95. One room open concept cabin with a loft. 1 queen size bed in the loft, bunk twin beds down stairs, full bathroom with shower, full kitchen with pots/pans and utensils. Ladder to loft is just that, fairly steep and narrow. The address for this location is not recognized on maps. Directions will be provided. No wifi, no tv. Unplug and enjoy.

Guest favourite

Cabin in Freedom

4.9 out of 5 average rating, 315 reviews

Cozy Lakefront Cabin in Freedom, ME

Our secluded, very quiet and private two bedroom cabin with loft features a bug-free screened-in porch on its large deck. The cabin overlooks peaceul Sandy Pond, inhabited by bald eagles, loons, and herons. Watch beautiful sunrises and sunsets, fish and kayak from our dock. We're close to coastal Belfast, Unity, MOFGA (annual Common Ground Fair), Waterville, Acadia and Camden. Eat at The Lost Kitchen, visit the Amish, hike the Hills to Sea Trail.

Superhost

Cabin in Canaan

4.93 out of 5 average rating, 154 reviews

Loon Lodge Canaan,ME

30 minutes from I95 Enjoy beautiful Sibley Pond in a 2000+ square foot log home with plenty of space for 8 people! The home has numerous rustic decorations and a spacious open living/dining room with vaulted ceilings. Your family can enjoy the scenery, foliage, wildlife, pond and local snowmobile and atv trails. The property has a new dock and a large front yard perfect for lawn games and spending time with family and loved ones.

Guest favourite

Home in Unity

4.91 out of 5 average rating, 119 reviews

Unity Farmhouse ~ 4 br Victorian home 420 friendly

Unity Farmhouse is a lovely antique home right on Main Street, with 8 large rooms, two porches & a barn/garage on 1.5+ acres right near the center of the quaint town of Unity. Quick walk to Field of Dreams Park and Unity Pond. Unity is a great place to hike, bike, paddle, swim, skate, sled, & stargaze. Located on Maine's rural highway, Route 202, halfway between Augusta & Bangor. Unity Farmhouse is cannabis-friendly :)