
Vacation rentals with outdoor seating in Oakland
Find and book unique outdoor seating rentals on Airbnb
Top-rated outdoor seating rentals in Oakland
Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

BREEZE, in a tree The Appleton Retreat
BREEZE Treehouse, at The Appleton Retreat is located 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, which are close by and private, at an additional charge. The Appleton Retreat is less than a 30 minute drive to Belfast, Rockport, Camden and Rockland, charming downeast seaside towns.

Off-Grid w/ Wood Fired Hot Tub - 4 Kayaks Included
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- excellent swimming and kayaking Cedar throughout cabin, concrete countertops, cedar/concrete shower. Outdoor firepit. Hiking trails. Beaver Pond. Property has private airstrip (51ME)

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.

Forest Bathing: Off-Grid Tiny Home, Pond w/ Kayak
Immerse yourself in our forest and serene pond. Quiet 40-acre commune consists of two tiny house cabins + barn on private pond. Book one of the simple yet elegant cabins/barn for more guests. Modern, off-grid, solar-powered retreat. Two solid glass walls to bring you closer to nature while staying in our simple yet elegant tiny house with all comforts of home. 5 min walk to shared fire pits, kayaks, pond & seasonal picnic shelter. AWD SUV or truck required. Off-grid, so no A/C. Pet fee $150.

Hallowell Hilltop Home and Hot Tub
Discover this newly renovated 2-bedroom, 1-bathroom home in a quiet family-friendly neighborhood in Hallowell. This home's rustic-modern design, natural light, and all-new amenities make it a perfect getaway. Relax in the hot tub or infrared sauna, grill on the deck, enjoy the backyard or visit downtown Hallowell and explore its restaurants, cafes, live music and antique shops. This home is also minutes away from several hiking and walking trails that can all be found in our guidebook.

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.

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 .

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.

Kate-Ah-Den Cabin, a soul soothing escape.
Secluded & artistically built - a cozy cabin on top of Hampshire Hill. Relax and enjoy the views, take time to hear yourself think, or go explore 75 acres of private woods w 2 miles of private trails. 10 minutes from downtown Belgrade Lakes & public beaches on Long Pond & Great Pond. Close to Kennebec trails, snowmobile trails, Farmington & Augusta. 1 hr south of ski resorts. Great for stopping for 1 night or for taking a week to escape from the world.

Sweet Retreat: 2 BDR Home Mins to Colby
Minutes from from Colby College (1.5 miles) , Inland Hospital (1 mile), Maine General (2 miles), Exit 127 on I-95 (5 miles). Forced air heat, WiFi, TV (Hulu & Netflix).The apartment is in a quiet, family friendly Waterville neighborhood on the second story of a two family home- has a private entrance, parking, two bedrooms (queen beds), one bathroom (full bath), dining area, fully equipped kitchen ( stove, oven, microwave), Screened in porch and patio.

Searsmont Studio
Fight inflation with a reasonably priced Maine vacation. Low prices, excellent value. Check our ratings. Peak Foliage Oct. 14-20 Entire studio efficiency apartment w/ private entrance above our garage. Fully furnished, including washer and dryer. Country setting on quiet road. Starlink High Speed WiFi/Satellite TV, full kitchen. gardens, lawns and picnic table. Close to Camden, Rockport and Belfast, but in the country.

Modern 1-BR I Wooded Retreat I Mid-Coast Maine
Escape to your perfect Midcoast Maine base camp—just 5 min to Damariscotta/Newcastle & 1 hr 6 min to PWM. Enjoy forest views, modern comforts, and easy access to the coast. • King bed + ensuite • Fully equipped kitchen + charcoal BBQ • Vaulted ceilings, wall of windows, open layout • Private deck, fire pit • WiFi, laundry, parking • Generator (2024) for year-round comfort Ideal for foodies, outdoor lovers & oyster fans!
Popular amenities for Oakland outdoor seating rentals
House rentals with outdoor seating

Cute Midcoast Cottage w Hot Tub

Family Getaway in Oxford Hills!

1830s Cape hosted by George & Paul

Gorgeous Studio on the Kennebec

Cheerful 4 Bedroom Country Home in Farmington

Secluded Retreat w/ Luxe Hot Tub & Forest Views

Lakefront: Private Hot Tub, Sauna & Free Massages!

Sheepscot Harbour Cottage/waterview
Apartment rentals with outdoor seating

The Retro 2 bedroom

Comfy, Convenient Studio Apartment Near Downtown

Coastal, relaxing, light-filled + walkable

The perfect getaway - Camden/Rockport/Rockland

Oceanview Escape near Maine Beaches

Sunny In-Town Camden Studio, 10% weekly discount

Midcoast In-Town Retreat

Breathtaking Views Secluded Quiet Retreat
Condo rentals with outdoor seating

1BR water-view condo with deck & WiFi

Battered Buoy - Newly renovated, two bedroom condo

Family Condo 5 min to Sugarloaf

Home away from home cozy new Apartment in Oakland

Waterviews + Sunsets + Boothbay/Gardens Aglow

Ski In/Ski Out Sugarloaf Sugartree 2 Deluxe Studio

Harbor View Cottage Unit A 2 bedroom downtown

Saddleback | South Branch 13-3 | ski in/ski out
Quick stats about vacation rentals with outdoor seating in Oakland
Total vacation rentals
Explore 40 vacation rentals in Oakland
Nightly prices starting at
Oakland vacation rentals start at R1,561 ZAR per night before taxes and fees
Verified guest reviews
Over 1,330 verified reviews to help you choose
Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities
Pet-friendly vacation rentals
Find 20 rentals that welcome pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wi-Fi availability
40 of Oakland vacation rentals include wi-fi access
Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Oakland rentals
4.9 Average rating
Oakland stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Montreal Vacation rentals
- Boston Vacation rentals
- Hudson Valley Vacation rentals
- Quebec City Vacation rentals
- The Hamptons Vacation rentals
- Capital District, New York Vacation rentals
- Portland Vacation rentals
- Salem Vacation rentals
- Laurentides Vacation rentals
- Newport Vacation rentals
- Island of Montreal Vacation rentals
- Mont-Tremblant Vacation rentals
- Rentals with a fire pit Oakland
- Pet-friendly rentals Oakland
- House rentals Oakland
- Rentals with a fireplace Oakland
- Rentals with a washer and dryer Oakland
- Waterfront rentals Oakland
- Family-friendly rentals Oakland
- Rentals with lake access Oakland
- Rentals with a kayak Oakland
- Rentals with a patio Oakland
- Rentals with outdoor seating Kennebec County
- Rentals with outdoor seating Maine
- Rentals with outdoor seating United States
- Pemaquid Beach
- Saddleback Ski Mountain Maine
- Belgrade Lakes Golf Club
- Samoset Resort
- Coastal Maine Botanical Gardens
- Hermon Mountain Ski Area
- Dragonfly Farm & Winery
- Fox Ridge Golf Club
- Sandy Point Beach
- Sugarloaf Golf Club
- Black Mountain of Maine
- Bear Island Beach
- Brunswick Golf Club
- Maine Maritime Museum
- Eaton Mountain Ski Resort
- Farnsworth Art Museum
- Spragues Beach
- Narrow Place Beach
- Three Island Beach
- Driftwood Beach
- Wadsworth Cove Beach
- Islesboro Town Beach
- The Camden Snow Bowl
- North Point Beach