Photo by Marc Maheu
Search Holiday Homes in Oakland
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Oakland holiday homes
Discover Oakland charm near Colby College 10 min
Discover Oakland charm near Colby College 10 minOakland
10.0 out of 10, Exceptional, (11 reviews)
"Very clean and comfy. A pleasure to stay there. "
Vicki W.
The price is £156
includes taxes & fees
7 Jun - 8 Jun
Pool, fire pit & minutes to Messalonskee Lake!
Pool, fire pit & minutes to Messalonskee Lake!Oakland
10.0 out of 10, Exceptional, (12 reviews)
"It was a great stay. The house is very comfortable"
Benjamin C.
The price is £312
includes taxes & fees
8 Jun - 9 Jun
Hammock Haven Island Dome
Hammock Haven Island DomeMonmouth
10.0 out of 10, Exceptional, (3 reviews)
"Could not have asked for a better way to end our vacation than a visit to this island. For being a sustainable space it does not lack in amenities conducive to comfort, and the setting is pristine. I had particular fondness for the rope swing!!"
BlairR
The price is £154
includes taxes & fees
2 Jun - 3 Jun
Island Aframe Adventure in Maine
Island Aframe Adventure in MaineMonmouth
10.0 out of 10, Exceptional, (6 reviews)
"A very pleasant, peaceful place to stay. The hosts were very proactive about making sure we had a great stay and did everything to could to make it as stress-free as possible."
Robert
The price is £179
includes taxes & fees
3 Jun - 4 Jun
Cozy Cottage on water's edge of Lake Cobbosseecontee
Cozy Cottage on water's edge of Lake CobbosseeconteeManchester
8.8 out of 10, Excellent, (22 reviews)
"Location is amazing "
Laura Q.
The price is £268
includes taxes & fees
2 Jun - 3 Jun
Charming 1-bedroom building with WiFi, AC in brilliant Madison Maine
Charming 1-bedroom building with WiFi, AC in brilliant Madison MaineMadison
9.2 out of 10, Wonderful, (5 reviews)
"Excellent service and perfect for our stay. Would book again!"
Scott
The price is £112
includes taxes & fees
8 Jun - 9 Jun
The Maine Lake House with an Amazing Sand Beach!
The Maine Lake House with an Amazing Sand Beach!Burnham
9.0 out of 10, Wonderful, (7 reviews)
"Great stay, property was a great fit for a few day stay to visit family."
Amy M.
The price is £379
includes taxes & fees
2 Jun - 3 Jun
Peaceful Home in Central Maine
Peaceful Home in Central MaineSidney
9.0 out of 10, Wonderful, (7 reviews)
"nice house just as advertised, very comfortable beds, communication with host was excellent, no surprises. House was only 6 minutes from boat ramp of Messalonskee Lake where we went ice fishing. Great year-round destination house!"
Darren
The price is £330
includes taxes & fees
3 Jun - 4 Jun
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Find holiday rentals that suit your style
Cabins
Cottages
Save an average of 15% on thousands of hotels when you're signed in
Top Oakland Hotel Reviews
The Elmwood
10/10 Excellent
Find out more about Oakland
Oakland Holiday Homes information
Number of reviews | 10,585 |
|---|---|
Accommodation | 136 Holiday Homes |
Lowest Price | £79 |
Highest Price | £241 |