Holiday rentals with outdoor seating in Oakland

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Top-rated rentals with outdoor seating in Oakland

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

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Guest favourite

Guest house in Appleton

4.95 out of 5 average rating, 351 reviews

BRAEBURN at The Appleton Retreat

The Appleton Retreat is a short scenic drive to Belfast, Camden and Rockland. Braeburn at The Appleton Retreat is down a 1/2 mile driveway, on 120 acres of private land, bordered by a 1,300 acre Nature Conservancy reserve. A 25 minute trail leads to a large secluded pond, perfect for a refreshing swim. Braeburn feels like a treehouse, with expansive windows, overlooking woods and wildlife. After a hike, grilling on the porch or dinner out, indulge in your private therapeutic year round hot tub.

12–19 Dec

$209 SGD per night

Guest favourite

Guest suite in Monmouth

4.97 out of 5 average rating, 103 reviews

Welcome to The Nest - 1 bed, deck w/bath & parking

Enjoy easy access to entertainment, restaurants & shopping. Historic Cumstom Theater, local Bakery, Bar & pizzeria. Willows Awake and The Vista wedding venues w/tasting rooms. Microbrewery’s Grateful Grains & Van der Brew tap rooms w/food trucks & entertainment. Maine turnpike access for shopping;Freeport LLBean, Portland, Bath, Augusta, Hallowell & Lew/Auburn areas. Tour Bates,Bowdoin, Colby, Thomas & Husson. Golfing, boating, antiques, State Parks, hiking/walking trails,beaches & Festivals.

27 Sep – 4 Oct

$174 SGD per night

Guest favourite

Cabin in Skowhegan

4.82 out of 5 average rating, 402 reviews

The Cabin -Skowhegan

This guest house, main floor has living area, kitchen and dining area, 1 queen bed, with a daybed and trundler bed. Loft contains 2 twin beds. There is also a couch that could be used as a bed, full bathroom. Has no kitchen sink but has a kitchen area with microwave, large toaster oven, fridge/freezer, toaster and coffee maker, iron/board. Also has TV, DVD/blu ray player, Gas BBQ (May to November 1st.), as well as a picnic table, with benches and an out door fire pit and wood is supplied.

24–31 Oct

$147 SGD per night

Guest favourite

Home in Thorndike

4.9 out of 5 average rating, 147 reviews

Rural spacious getaway with access for adventure

Newly-renovated house in the country. Quiet getaway, hunting basecamp, or a base for excursions around mid-coast Maine. Relax in this spacious home after enjoying nearby Unity, with train station and Amish community, or Belfast with its waterfront. Take day trips to Boothbay, Camden, Rockland, Bar Harbor, or Bangor. Or just enjoy nature on the back deck and nearby forest trails. Sleeps four in two formal bedrooms, two more adults on a futon, four/six kids or young adults in a rumpus room.

6–13 Nov

$144 SGD per night

Guest favourite

Home in Farmington

4.98 out of 5 average rating, 166 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.

10–17 Sep

$168 SGD per night

Guest favourite

Flat in Belfast

4.99 out of 5 average rating, 262 reviews

Room with a Brew

Welcome to our new building. "A Room With a Brew" is located above Belfast's newest craft brewery, Frosty Bottom Brewing. A small community supported brewery open 2 days/week for 3-4 hours for beer share members. Guests can request a tour of the brewery and sample some fresh beer. Owners live in downtown Belfast and are available should any issues arise during your stay. The apartment/brewery is located 3 miles from downtown on a quiet road that offers local hiking and biking.

19–26 Oct

$180 SGD per night

Guest favourite

Loft in Hallowell

4.9 out of 5 average rating, 139 reviews

Loft apt w private hot tub/patio/shared entrance

The Widow Avery House is a historic Georgian Federal located within two blocks of downtown Hallowell. There is a spacious bedroom with two twin beds and desk with desktop computer available for use, a sitting area with couch and large roku TV, dining area with fridge, microwave, toaster oven and keurig with complimentary coffee and private bathroom with shower. During the season complimentary bikes and kayaks are available. If the guest has a service dog, the pet deposit is $1500.

28 Sep – 5 Oct

$111 SGD per night

Guest favourite

Cabin in Mercer

4.94 out of 5 average rating, 353 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.

27 Jun – 4 Jul

$189 SGD per night

Guest favourite

Home in Waterville

4.79 out of 5 average rating, 146 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 .

2–9 Nov

$186 SGD per night

Guest favourite

Home in Appleton

4.96 out of 5 average rating, 123 reviews

The Barn

I call my place "The Barn" because as I was finishing it it took the shape and feel of a barn. It's not a barn. It's a quiet post and beam open concept building (a Jamaica Cottages kit) set among the fields of Appleton Maine. You'll sleep in the loft or on a futon on the main floor. The bathroom is huge, 10X10, with a heated floor. It's an open concept kitchen and living space. From Appleton you are 20 miles away from the tourist destinations of Camden, Rockland, and Belfast.

14–21 Nov

$184 SGD per night

Guest favourite

Cottage in Sidney

4.91 out of 5 average rating, 101 reviews

Waterfront Cottage

The Waterfront Eagle Pine Cottage sits directly on Snow Pond, just 15 minutes from Colby College and downtown Waterville and 1/2 mile from the New England Music Camp. 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 an outdoor hot soaking tub and access to barrel sauna. Paradise!

12–19 Jun

$562 SGD per night

Guest favourite

Cabin in Freedom

4.9 out of 5 average rating, 288 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, and swim, 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.

10–17 Dec

$113 SGD per night