Oakland vacation rentals
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Top-rated vacation rentals in Oakland
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Loft in West Gardiner
4.98 out of 5 average rating, 110 reviewsCozy, Efficiency Apartment with Hot Tub
Keep it simple at this peaceful, centrally-located efficiency apartment. 15 minutes to Gardiner and Augusta, 15 minutes to I95/295. Less than one hour from Portland. Walk along the stream, listen to the loons or enjoy relaxing in the hot tub. If you want to paddle in a kayak, you can do that too! Eagles regularly soar overhead. Queen size bed, love seat and room enough for a pack and pay or twin air mattress. A/C, full kitchen, Keurig, microwave, toaster, dishes. Wifi and cable. Roomy parking.
Feb 13 – 20
Yurt in Appleton
4.96 out of 5 average rating, 221 reviewsSUMMER ROSE a Yurt for ALL Seasons
SUMMER ROSE - Overlooking the Field of Dreams pasture, and future pond, is a spacious wooden yurt with a spectacular ceiling, personal hot tub and "Hideout" a screened in sanctuary. The Appleton Retreat is situated on 120 acres of privately owned land. To the south, a short walk from Summer Rose, is the Pettengill Stream, a resource protected area where you can view wildlife or kayak; and to the north, a wooded trail leads to a secluded pond on 1,300 acres of Nature Conservancy protected land.
Feb 16 – 23
Cabin in Skowhegan
4.82 out of 5 average rating, 399 reviewsThe 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.
Mar 3 – 10
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Oakland vacation rentals
Other great vacation rentals in Oakland
Home in Oakland
5.0 out of 5 average rating, 52 reviewsCute 2-bedroom home in convenient central location
Nov 16 – 23
Home in Oakland
4.95 out of 5 average rating, 86 reviewsThe Modern Maine Retreat
Jun 30 – Jul 7
Cottage in Oakland
4.9 out of 5 average rating, 31 reviewsLakefront cottage in Belgrade Lakes
Aug 24 – 31
Home in Oakland
4.99 out of 5 average rating, 73 reviewsCall of the Loon-Snow Pond (Messalonskee Lake)
Apr 17 – 24
Home in Oakland
4.88 out of 5 average rating, 85 reviewsLake-House on water, East Lake, Belgrade Lakes
Sep 4 – 11
Home in Waterville
4.92 out of 5 average rating, 83 reviewsSterling House
Sep 6 – 13
Home in Augusta
5.0 out of 5 average rating, 10 reviewsSuper cute waterfront cottage
Sep 12 – 19
Home in Fairfield
4.9 out of 5 average rating, 31 reviewsCozy home in Fairfield
Jun 12 – 19
Home in Oakland
5.0 out of 5 average rating, 8 reviewsQuiet, 6 bedroom lakefront home with sandy beach
Feb 16 – 23
Apartment in Skowhegan
5.0 out of 5 average rating, 14 reviewsCozy, cute, new, tiny duplex
May 10 – 17
Cottage in Farmington
4.98 out of 5 average rating, 82 reviewsThe cottage at Marble Farm.
Jun 10 – 17
Cottage in Augusta
5.0 out of 5 average rating, 80 reviewsModern Hideaway in Augusta
Apr 28 – May 5
Other great vacation rentals in Oakland
Cottage in Oakland
4.83 out of 5 average rating, 12 reviewsBelgrade Lakes McGrath Pond
Jun 30 – Jul 7
Home in Farmington
4.97 out of 5 average rating, 95 reviewsCarriage House
Apr 23 – 30
Cabin in Starks
4.88 out of 5 average rating, 58 reviewsPrivate tiny cabin on six acres of trees
Mar 2 – 9
Apartment in Pittsfield
4.89 out of 5 average rating, 38 reviewsLoft Retreat
Jun 11 – 18
Apartment in Augusta
4.94 out of 5 average rating, 53 reviewsDowntown Augusta Studio - Newly Renovated #3
May 27 – Jun 3
Apartment in Palermo
4.98 out of 5 average rating, 88 reviewsOne bedroom apartment in rural Waldo County, Maine
Sep 17 – 24
Home in Oakland
5.0 out of 5 average rating, 8 reviewsLakefront cottage on East Pond
May 25 – Jun 1
Cottage in China
4.99 out of 5 average rating, 77 reviewsLake House on Three Mile Pond with Amazing views
May 4 – 11
Guest suite in Chesterville
4.93 out of 5 average rating, 97 reviewsRustic Ridge
Sep 1 – 8
Apartment in Pittsfield
4.82 out of 5 average rating, 11 reviewsBook, Bed & Relax
Nov 23 – 30
Apartment in Unity
4.98 out of 5 average rating, 41 reviewsThe Heron's Nest Cozy apartment in the woods.
Dec 2 – 9
Cottage in Belgrade
5.0 out of 5 average rating, 85 reviewsLakefront Home, Sandy Beach, Belgrade Lakes Maine
Oct 26 – Nov 2
Quick stats about vacation rentals in Oakland
Total rentals | 50 properties |
---|---|
Rentals with dedicated workspaces | 20 properties have a dedicated workspace |
Pet-friendly rentals | 10 properties allow pets |
Family-friendly rentals | 30 properties are a good fit for families |
Total number of reviews | 1.4K reviews |
Nightly prices starting at | ﺩ.ﺇ184 before taxes and fees |
Frequently Asked Questions
Are there pet-friendly vacation rentals in Oakland?
Four-legged friends are welcome in Oakland. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Oakland?
Yes! Work meets play with ease at over 20 vacation rentals in Oakland featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there family-friendly house rentals in Oakland?
Oakland has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Oakland?
Experience the best of Oakland with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Oakland have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Oakland. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Oakland have wireless internet?
Absolutely! We offer over 10 cottage rentals with wireless internet in Oakland. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Oakland have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Oakland. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Oakland?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with wireless internet, over 10 homes with a bbq area, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
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