
Holiday rentals with lake access in Oakland
Find and book unique lake access rentals on Airbnb
Quick stats about holiday rentals with lake access in Oakland

Total holiday rentals
Explore 40 holiday rentals in Oakland

Nightly prices starting at
Oakland holiday rentals start at €60 per night before taxes and fees

Verified guest reviews
Over 1,540 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 30 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

4.9 Average rating
Oakland stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated rentals with lake access in Oakland
Guests agree: these rentals with lake access are highly rated for location, cleanliness and more.

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!

Lakefront Home w/ Dock | Porter Lake | Sugarloaf!
Lakefront paradise on Porter Lake with a private dock, swim float, spacious yard, hammock, deck, patio, grill, fast WiFi, smart TVs, and all the comforts of home. Enjoy direct access to Maine’s ATV and snowmobile trail network right from the property, plus excellent fishing, boating, kayaking, swimming, & ice fishing. Just 20 minutes from Farmington and 35 minutes from Sugarloaf Resort and the Bigelow Mountains. Experience Maine lake living at its finest in every season with stunning lake views

Waterfront private beach. 4-seasons Maine escape.
Waterfront cabin on North Pond in Smithfield, Maine with a private sandy beach just steps from the door. This four-season retreat sleeps up to 10 guests with 3 bedrooms and 2.5 bathrooms. Swimming, kayaking and sunsets in summer, fall foliage views, and direct ITS 87 access in winter for snowmobiling! Easy access for ice fishing. Peaceful, private setting close to Waterville & Augusta. Sugarloaf nearby. Ideal for families, couples, and year-round Maine lake getaways. Book now and unwind! Relax!

Home away from home cozy new Apartment in Oakland
Escape to this newly built apartment in Oakland for a relaxing and peaceful getaway. Unwind on the porch while enjoying Maine’s beautiful wildlife, breathtaking sunsets, and star-filled skies. Conveniently located just minutes from Colby College, Thomas College, Snow Pond public beach/boat landing, Bowl in the Pines, and many local restaurants, shops, and outdoor attractions. Perfect for a vacation exploring beautiful Central Maine, visiting family, college visits, or business travel.

Enjoy a gorgeous sunset steps away from Great Pond
Relax, swim, boat, kayak and enjoy time with your family at beautiful Great Pond Lake. This home is located steps from Great Pond and has 3 lovely decks from which to enjoy the sunset. Great Pond is located only an hour North of Portland in Belgrade Maine. Belgrade Lakes Golf Club is one of the top rated courses in Maine and is a public course. There is easy access to multiple hiking trails. There are also many winter activities - snow shoeing, cross country skiing and ice skating!

The Lake House on McGrath Pond | 4BR | Waterfront
Unwind year-round at this stunning lakeside home on McGrath Pond with 100+ ft of private water frontage. Sleeps 10 with 4 spacious bedrooms. Enjoy an open floor plan, fully equipped kitchen, large deck with lake views, WiFi & cable TV. Near Colby College and a short drive to Sugarloaf, Acadia, Bar Harbor & Freeport (LL Bean and outlets). Whether you're kayaking in summer, leaf-peeping in fall, or skiing in winter, this home has everything you need for a memorable Maine escape.

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!

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 does not have a hot tub but guests may reserve the sauna, which is close by and private. The Appleton Retreat is less than a 30 minute drive to Belfast, Rockport, Camden and Rockland, charming downeast seaside towns.

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.

Visit Beautiful Home on Snow Pond
Belgrade Lakes, Maine's premiere lakes region. Beautiful, four season home on 9 mile long, Messalonskee Lake also known as, Snow Pond. Come to experience life the way it should be. Sunrise view, from master bedroom and lakeside deck surrounded by undeveloped wooded shoreline. Swim, canoe and kayak from private dock. Loons, eagles, osprey, and beavers can be your neighbors for a relaxing week at the lake. Open concept kitchen dinning and living room.

Price's Point - Cabin on the water
Brand new Cozy Cabin on a small 181 acre pond. Enjoy the cabin feel of knotty pine and a big country porch overlooking the water. Walk in access to the water or ice in the winter. Kayaking, canoeing, ice fishing, snowmobiling and more depending on the time of year. A peaceful location a mile down a private road but 10 minutes away from a grocery store etc. Eagles, loons and fish will be your neighbors as you are in the moment at Price's Point.

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

Modern Lakefront Home w/ Hot Tub • Summer Vacation

Private Lake House, Firepit & Amazing Sunset Views

The Modern Lakehouse

Beautiful Maine Lakeside Cottage

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

Lakeside retreat on quiet cove on Cobbessee Lake!

Mirror Pond Cottage

Lounging Loon
Apartment rentals with lake access

Apt above Ambition Brewing in Downtown Wilton

Midcoast In-Town Retreat

450 Luxury Apartment w/elevator Suite 450

Waterfront Retreat | Peaceful Maine Escape (B)

Mid-Coast "Groovy" Lake Retreat

Jill's Place!

Cobbossee Lake 3 Bedroom 2 Bath Rental

Clarks Cove Farm - Orchard Apartment
Lake access cottage rentals

Lake Great Pond| Dog Friendly | Boat Launch

Cozy Lakefront 3 Bedroom 2 bath home on Sand Pond

Call of the Loon - Water Edge Lake House

Little Loon Cottage · Ski, Swim & Hike in Camden

Cozy waterfront home on Merrymeeting Bay.

Waterfront Lake House, Kayaks, Fire Pit & Fishing

Relax by a Quiet Lake

Thompson Lake, No Cleaning Fee Pine Point Cottage,
When is the best time to visit Oakland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €257 | €255 | €269 | €269 | €214 | €257 | €257 | €249 | €223 | €183 | €171 | €253 |
| Avg. temp | -6°C | -5°C | 0°C | 6°C | 12°C | 17°C | 21°C | 20°C | 16°C | 9°C | 3°C | -2°C |
Destinations to explore
- Montreal Holiday rentals
- Boston Holiday rentals
- Quebec City Holiday rentals
- Portland Holiday rentals
- Mont-Tremblant Holiday rentals
- Newport Holiday rentals
- Providence Holiday rentals
- Salem Holiday rentals
- Bar Harbor Holiday rentals
- York County Holiday rentals
- Cambridge Holiday rentals
- New Haven Holiday rentals
- Pemaquid Beach
- Coastal Maine Botanical Gardens
- Saddleback Ski Mountain Maine
- The Camden Snow Bowl
- Maine Maritime Museum
- Rockland Breakwater Light
- Camden Hills State Park
- Farnsworth Art Museum
- Cellardoor Winery
- Maine Lighthouse Museum
- Moose Point State Park
- Hollywood Slots Hotel & Raceway
- Black Mountain of Maine
- Belgrade Lakes Golf Club
- Range Ponds State Park
- Lost Valley Ski Area
- Sugarloaf Golf Club





