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

LUX Designer Private Waterfront
Waterfront GLASS cabin with privacy professionally designed, escape to somewhere really special. Crooked river acres surrounding the house with the river wrapping around the property. Dock with direct access to Sebago lake and state park just minutes away, Outdoor shower, hot tub, hammocks, BIG walk-in shower w/ window. Heated bath floors, ac. See through Fireplace. The property has its own sandy swimming beach, pets are welcome. Come enjoy privacy and the space to run around seconds to Sebago.

Lakefront: Private Hot Tub, Sauna & Free Massages!
Make memories at our updated, 2500 sq. ft., lakefront home. Use our kayaks, canoes & peddle boats for the family! Great fishing - 648 acre lake. We offer many outside games, range of indoor games & arcade systems. Amazing 4-seasons room with outdoor dining setup viewing the lake. Enjoy our new hot tub, and grilling deck right outside master bedroom. Lavish soaking tub in master bath. Only 4 minutes to golf, 10 minutes to capital city, Augusta, and 45 minutes to skiing as well as Atlantic Ocean!

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.

Maybelle the Tiny Cabin on 100 acres
Maybelle is an 8x18 cabin with a full-size loft bed, a Cubic Mini Woodstove (wood provided), Natures Head Composting Toilet and Jetsetter massaging hot tub. Kayaks, paddle board, & canoe included . Hiking trails (some solar lit) surround your cabin. Outside is a fire pit and a quick path to the water. Maybelle's kitchen has all the cooking essentials and there's a small propane grill outside & the fire pit for cooking. Cell reception is okay in the cabin, wifi is from a Starlink booster!

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 $89.

The Modern Maine Retreat
Stay at our Maine Getaway. Our fully renovated 1940s New Englander is sure to bring you peaceful vibes and luxury. Come play Pickleball with just a quick walk over to the courts, driving not necessary!Close to downtown Waterville, Colby College, Thomas College, UMaine Farmington. 2 min from Messalonskee Lake boat launch where you can boat, kayak, canoe, & ice fish. Proximity to ski mountains, Titcomb, Black Mountain, Sugar Loaf & Sunday River. Please note BBQ is only accessible May-October.

The Modern Lakehouse
This modern lakehouse is situated on Hogan Pond in Oxford Maine. Here you can stay with all the comforts of a beautiful lakehouse built in 2020 while being feet from the water. This is a great place to vacation whether you prefer the private sandy beach, the A/C inside complete with Smart TV cable and Wifi, or the hottub! Sip a drink at the bar while watching the game or use the grill on the deck but be sure to use the built in sound system to play your music throughout the house and deck.

Private Lake House, Firepit & Amazing Sunset Views
Escape to Lakeshore Point, a winter wonder in Maine! This updated, modern lakehouse is nestled in the woods overlooking beautiful Canton Lake. Relax, unwind and recharge as you wake up surrounded by nature and incredible water views. With 200' of lakefront, you're just steps away from the lake with your own private sandy beach. Lakeshore Point is the last house on a private dirt road with all the amenities you're looking for- Full kitchen, wifi, outdoor shower and fire pit.

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!

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"

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.

SkyView Treehouse | Lakefront • Private Hot Tub
Welcome to your dream treehouse escape — tucked among the pines with stunning lake views, a private hot tub, and direct access to Belgrade Stream. Designed for couples, honeymooners, and small families, SkyView Treehouse offers a luxurious retreat in nature. Enjoy starry nights in the hot tub, cozy evenings by the fireplace, and peaceful mornings on your private deck. Rustic charm meets upscale comfort in this unforgettable lakeside getaway.
Popular amenities for lake access rentals in Oakland
Lake access house rentals

2 Acre Waterfront w/Canoes & Kayaks, Game Room

Waterfront Farmhouse with Modern Flair!

Cozy Lakefront Cabin-Private Dock-Kayaks-Firepit

Waterside Getaway

Peaceful Oasis by the Great Salt Bay - 3BR/2Ba

Four Season Western Maine Adventure Base

Your Trail's End in Maine

Classic Maine Lakehouse * 5 Star Views* Boat Dock
Apartment rentals with lake access

430 Luxury Apartment w/elevator Suite 430

3 bed up apt with no cleaning fee or checklist

Sunnymeade

Jill's Place!

Farm Stay on Stevens Pond

Apt above Ambition Brewing in Downtown Wilton

Mercer Apartment in the Valley-Peaceful Country

Cobbossee Lake 3 Bedroom 2 Bath Rental
Lake access cottage rentals

Charming Private camp on China Lake

Cozy + Cute Maine Cottage w/dock. Ski, Swim, Hike!

Privacy with spectacular waterfront, Lilla Stuga.

Gorgeous lakefront, sunsets, kayaks, fire pit

Relax by a Quiet Lake

Cozy waterfront home on Merrymeeting Bay.

Megunticook Retreat

Sunset Haven - Little Sebago Lake
Quick stats about holiday rentals with lake access in Oakland

Total holiday rentals
Explore 30 holiday rentals in Oakland

Nightly prices starting at
Oakland holiday rentals start at £45 per night before taxes and fees

Verified guest reviews
Over 1,470 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Oakland holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Oakland rentals

4.8 Average rating
Oakland stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Montreal Holiday rentals
- Boston Holiday rentals
- Hudson Valley Holiday rentals
- Quebec City Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- Island of Montreal Holiday rentals
- Laurentides Holiday rentals
- Quebec City Area Holiday rentals
- Mont-Tremblant Holiday rentals
- Laval Holiday rentals
- Québec Holiday rentals
- Pet-friendly rentals Oakland
- Family-friendly rentals Oakland
- Rentals with a washing machine and dryer Oakland
- Waterfront rentals Oakland
- Rentals with a patio Oakland
- Rentals with a kayak Oakland
- House rentals Oakland
- Rentals with a firepit Oakland
- Rentals with outdoor seating Oakland
- Rentals with a fireplace Oakland
- Rentals with lake access Kennebec County
- Rentals with lake access Maine
- Rentals with lake access United States
- Pemaquid Beach
- Saddleback Ski Mountain Maine
- Belgrade Lakes Golf Club
- Coastal Maine Botanical Gardens
- Hermon Mountain Ski Area
- Black Mountain of Maine
- Fox Ridge Golf Club
- Dragonfly Farm & Winery
- Sandy Point Beach
- Maine Maritime Museum
- Bear Island Beach
- Brunswick Golf Club
- The Camden Snow Bowl
- Sugarloaf Golf Club
- Eaton Mountain Ski Resort
- Wadsworth Cove Beach
- Titcomb Mountain
- Spragues Beach
- Farnsworth Art Museum
- Rockland Breakwater Light
- Narrow Place Beach
- Islesboro Town Beach
- North Point Beach
- Lost Valley Ski Area




