
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 €61 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!
4.96 out of 5 average rating, 234 reviews
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
4.92 out of 5 average rating, 180 reviews
Peaceful Oasis by the Great Salt Bay - 3BR/2Ba
Waterfront Retreat with Gorgeous Views Stunning 3-bedroom, 2-bath home perfect for multi-generational gatherings. Features an open-concept layout, chef’s kitchen, 1st-floor bedroom and bath, 2nd floor with 2 bedrooms and 1 bath. Kayak from your backyard, hike nearby trails, or swim in Damariscotta Lake just a 5-minute walk away. Stay connected with high-speed fiber optic WiFi. Close to charming Newcastle and Damariscotta shops and restaurants. A true oasis for nature and relaxation lovers!
4.98 out of 5 average rating, 213 reviews
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.
5.0 out of 5 average rating, 112 reviews
Lakeside retreat on quiet cove on Cobbessee Lake!
Nothing beats summer days on the lake in Maine. Not only is this lake home situated on a quiet cove on central Maine's Cobbossee Lake, but it is near amenities in Augusta and close to I-95! Enjoy two large docks, a large lawn and gently sloping swimming area, and a newly renovated five bedroom house with two full bathrooms. This is the Maine vacation home you are looking for! Two of the bedrooms and one bathroom are in the basement, which is still under some small construction.
4.84 out of 5 average rating, 115 reviews
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.
4.88 out of 5 average rating, 25 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!
4.92 out of 5 average rating, 173 reviews
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.
4.97 out of 5 average rating, 462 reviews
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.
4.89 out of 5 average rating, 114 reviews
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.
4.82 out of 5 average rating, 128 reviews
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.
5.0 out of 5 average rating, 129 reviews
Private Lake House, Firepit & Amazing Sunset Views
Spring & summer at Lakeshore Point, a private lakefront home on Canton Lake in Maine. Privately set at the end of a quiet lane, this updated modern retreat offers 200’ of pristine waterfront and your own private sandy shoreline. Swim, kayak, and paddleboard by day, then gather around the fire pit at sunset. Thoughtfully designed with a full kitchen, WiFi, and outdoor shower, it’s where family adventure meets relaxed lakeside New England charm.
4.99 out of 5 average rating, 178 reviewsPopular amenities for lake access rentals in Oakland
Lake access house rentals

Mirror Pond Cottage
4.92 out of 5 average rating, 149 reviews
Modern Lakefront Home w/ Hot Tub • Summer Vacation
4.87 out of 5 average rating, 122 reviews
The Modern Lakehouse
5.0 out of 5 average rating, 246 reviews
The Pearl of Lake Saint George
4.94 out of 5 average rating, 179 reviews
Veedon Fleece on the Lake
4.95 out of 5 average rating, 104 reviews
The Loons' Nest: Lakefront oasis w/ hottub
4.91 out of 5 average rating, 124 reviews
Enjoy a gorgeous sunset steps away from Great Pond
5.0 out of 5 average rating, 40 reviews
Red Cedar Haven | Lakefront • Dock • Kayaks
5.0 out of 5 average rating, 27 reviewsApartment rentals with lake access

Apt above Ambition Brewing in Downtown Wilton
4.92 out of 5 average rating, 299 reviews
Midcoast In-Town Retreat
4.98 out of 5 average rating, 119 reviews
Cobbossee Lake 3 Bedroom 2 Bath & Hot Tub!
4.95 out of 5 average rating, 97 reviews
Jill's Place!
4.96 out of 5 average rating, 97 reviews
Floating on Damariscotta Lake
4.9 out of 5 average rating, 10 reviews
Waterfront Retreat | Peaceful Maine Escape (B)
4.78 out of 5 average rating, 9 reviews
Mid-Coast "Groovy" Lake Retreat
5.0 out of 5 average rating, 4 reviews
450 Luxury Apartment w/elevator Suite 450
4.97 out of 5 average rating, 34 reviewsLake access cottage rentals

Call of the Loon - Water Edge Lake House
4.84 out of 5 average rating, 118 reviews
Cozy Lakefront 3 Bedroom 2 bath home on Sand Pond
4.92 out of 5 average rating, 109 reviews
Little Loon Cottage · Ski, Swim & Hike in Camden
4.91 out of 5 average rating, 130 reviews
Waterfront Lake House, Kayaks, Fire Pit & Fishing
4.81 out of 5 average rating, 121 reviews
Cozy waterfront home on Merrymeeting Bay.
4.93 out of 5 average rating, 306 reviews
Spectacular Water View Cottage
4.92 out of 5 average rating, 181 reviews
Waterfront Getaway & Scenic View
4.95 out of 5 average rating, 102 reviews
Thompson Lake, No Cleaning Fee Pine Point Cottage,
4.96 out of 5 average rating, 186 reviewsWhen is the best time to visit Oakland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €261 | €260 | €274 | €274 | €218 | €261 | €261 | €254 | €227 | €186 | €174 | €257 |
| 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
- Salem Holiday rentals
- Providence Holiday rentals
- Newport Holiday rentals
- York County Holiday rentals
- Bar Harbor 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
- Maine Lighthouse Museum
- Moose Point State Park
- Cellardoor Winery
- Hollywood Slots Hotel & Raceway
- Black Mountain of Maine
- Belgrade Lakes Golf Club
- Range Ponds State Park
- Lost Valley Ski Area
- Sugarloaf Golf Club





