Vacation rentals with outdoor seating in Oakland

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Top-rated outdoor seating rentals in Oakland

Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Treehouse in Appleton

4.97 out of 5 average rating, 347 reviews

BREEZE, in a tree The Appleton Retreat

BREEZE Treehouse, is located at The Appleton Retreat on 120 acres of private land, bordered by 1,300 acres of a protected nature conservancy. To the south is the Pettengill Stream a resource protected area and to the north a large secluded pond. BREEZE guests may reserve the wood fired cedar hot tub and the sauna, at an additional charge, which are close by and private. The Appleton Retreat is less than a 30 minute drive to Belfast, Rockport, Camden and Rockland, charming downeast seaside towns.

Guest favorite

Cottage in Belgrade

4.97 out of 5 average rating, 122 reviews

Close to Augusta | Golfing | Lake Great Pond

Welcome to Driftwood Cottage, a haven nestled in a lakeside community on Lake Great Pond, the largest lake in the Belgrade Lakes region. With its prime location just 5 minutes from downtown and 8 minutes from the Belgrade Golf Course, our cozy abode perfectly blends convenience and serenity. Unwind as you take a leisurely 2-minute walk to the dock on Great Pond, complete with private boat launch. Whether you yearn for lakeside serenity or a round of golf, this retreat is your ultimate haven!

Guest favorite

Home in Starks

4.92 out of 5 average rating, 107 reviews

Autumn Getaway 4bd Farm Stay with Private Chef

Medicine Hill is a 125 acre farm on the Sandy river complete with an old fashioned swimming hole and an entire island to explore. We grow a wide variety of 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 taking it all in. 4 bedrooms have incredible views and are surrounded by trees or fields. And if the Chef is available..eat!

Guest favorite

Home in Farmington

4.98 out of 5 average rating, 185 reviews

Farmington. Walk to UMF & town. Family visits!

We take great pride in providing a stay that you will remember for years to come. Our moose house is well-stocked with all essential amenities and a few extra surprises! Quaint, convenient neighborhood walking distance to UMF and downtown Farmington. Franklin Memorial Hospital is a short drive. Sugarloaf and Rangeley areas are 45 minutes. WIFI and smart TVs. (No cable.) Washer/Dryer with detergent available. Great place to stay for exploring Maine or a visit with your family and friends.

Guest favorite

Cottage in Oakland

5 out of 5 average rating, 118 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 favorite

Cottage in Farmington

4.98 out of 5 average rating, 137 reviews

The cottage at Marble Farm.

This beautiful private cottage is the perfect place to unwind after a long day of adventure! New, bright and comfortable, this secluded cottage is conveniently located just 40 minutes from Sugarloaf, 50 minutes from Saddleback and 10 minutes to downtown Farmington. Feel free to walk, fat bike or x-country ski on nearly 4 miles of groomed private trails located just outside your front door! Contains a full kitchen for meal prep, as well as high speed internet, and climate control.

Guest favorite

Cabin in Skowhegan

4.82 out of 5 average rating, 418 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 favorite

Cabin in Mercer

4.94 out of 5 average rating, 367 reviews

Haven Hill Homestead Cabin #2

We are located in the beautiful area of central Maine with amazing views that bring peace to the heart and calmness to the mind. We live away from town on a quiet dirt road with no street lights. We have beautiful views of North Pond and we have wonderful sunrises! We have a small hobby farm and guests can visit the animals if wanted. We are proud to be a pet loving environment. It is very peaceful here. We guarantee that you will have a memorable stay here at Haven Hill.

Guest favorite

Home in Waterville

4.82 out of 5 average rating, 169 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. 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 .

Guest favorite

Cottage in Sidney

4.91 out of 5 average rating, 130 reviews

Waterfront Cottage

The Waterfront Cottage sits directly on the shores of Snow Pond, 15 minutes from Colby College and downtown Waterville and 1/2 mile from the Snow Pond Center for the Arts. Enjoy the BEST sunset views from the private dock and listen to the waves and loons at night. The private front deck is the perfect spot for a sunset cocktail after a day of swimming and kayaking from the sandy beach. You also have a private outdoor hot soaking tub and water view barrel sauna. Paradise!

Guest favorite

Home in Waterville

4.92 out of 5 average rating, 118 reviews

Sterling House

Updated 1950’s Cape in a quiet, centrally located neighborhood. We are licensed with the City of Waterville as a STR. Sleeps (7-8) 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 Inland Hospital and MaineGeneral Thayer Hospital. We are a pet-free home with no central A/C. Landscaping: We have a lawn service every other Wednesday between 7:30am and 9am.

Guest favorite

Guesthouse in Cornville

5 out of 5 average rating, 111 reviews

Quiet Retreat; Barker Pond Farm Cabins, LLC: Pine

Barker Pond Farm Cabins, built in 2010, feature modern amenities including a full bath and kitchen, outfitted with towels, linens and cookware. Each cabin sleeps 4 people, with a queen sized bedroom and a 2 twin sleeping loft, accessed by a ship's ladder. A screened-in porch is the perfect place to sit and listen to our resident loons. We offer two identical cabins for rent, Pine, listed here, and Spruce, which can be found under "Barker Pond Farm Cabins; Spruce"