A lake surrounded by trees with autumn leaves.

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Our top choices for Oakland vacation homes

1. Fall Getaway at My Valhalla Farm- close to Waterville and minutes to lakes

Fall Getaway at My Valhalla Farm- close to Waterville and minutes to lakes
Oakland
10.0 out of 10, Exceptional, (18 reviews)
"We loved staying at the farm! My kids enjoyed meeting the horse and donkey on property. It was perfect for our family!"
United States
Shana S.
The price is AED 868
AED 990 total
includes taxes & fees
8 Nov - 9 Nov
Fall Getaway at My Valhalla Farm- close to Waterville and minutes to lakes

2. Cozy House in the heart of Waterville Maine.

Cozy House in the heart of Waterville Maine.
Waterville
9.6 out of 10, Exceptional, (65 reviews)
"Clean and Cozy! Always perfect for our stay "
United States
Rebecca B.
The price is AED 544
AED 893 total
includes taxes & fees
15 Nov - 16 Nov
Cozy House in the heart of Waterville Maine.

3. Pet-Friendly Island A-Frame w/ Lake Access

Pet-Friendly Island A-Frame w/ Lake Access
Monmouth
10.0 out of 10, Exceptional, (8 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."
United States
Robert
Pet-Friendly Island A-Frame w/ Lake Access

4. Charming 1-bedroom building with WiFi, AC in brilliant Madison Maine

Charming 1-bedroom building with WiFi, AC in brilliant Madison Maine
Madison
9.4 out of 10, Exceptional, (10 reviews)
"Excellent service and perfect for our stay. Would book again!"
United States
Scott
The price is AED 479
AED 571 total
includes taxes & fees
8 Nov - 9 Nov
Charming 1-bedroom building with WiFi, AC in brilliant Madison Maine

5. Elizabeth Cottage

Elizabeth Cottage
Mount Vernon
The price is AED 771
AED 1,519 total
includes taxes & fees
8 Nov - 9 Nov
Elizabeth Cottage

6. Home Away From Home. Family friendly, comfortable- centrally located in Augusta

Home Away From Home. Family friendly, comfortable- centrally located in Augusta
Augusta
The price is AED 562
AED 1,065 total
includes taxes & fees
8 Nov - 9 Nov
Home Away From Home. Family friendly, comfortable- centrally located in Augusta

7. A soul soothing escape. Artistically built and lovingly maintained.

A soul soothing escape. Artistically built and lovingly maintained.
New Sharon
10.0 out of 10, Exceptional, (31 reviews)
"Loved the cabin and the view!! Had a great stay, thank you to our host!! Would love to stay again "
United States
Matt W.
The price is AED 859
AED 1,381 total
includes taxes & fees
9 Nov - 10 Nov
A soul soothing escape. Artistically built and lovingly maintained.

8. China Lake, Dog Friendly, Lots of space for family gatherings

China Lake, Dog Friendly, Lots of space for family gatherings
China
10.0 out of 10, Exceptional, (5 reviews)
"Perfect for family gatherings Home was very clean and well stocked Host responded quickly to all messages Love that it is pet friendly"
United States
Anne S.
The price is AED 723
AED 2,077 total
includes taxes & fees
8 Nov - 9 Nov
China Lake, Dog Friendly, Lots of space for family gatherings

9. Salt water hot tub, king size beds, dog friendly, lake front, dock, boat launch

Salt water hot tub, king size beds, dog friendly, lake front, dock, boat launch
Canaan
9.8 out of 10, Exceptional, (9 reviews)
"Awesome stay right on the water. "
United States
Timothy S.
Salt water hot tub, king size beds, dog friendly, lake front, dock, boat launch

10. Readfield Retreat w/ Lake Maranacook Views!

Readfield Retreat w/ Lake Maranacook Views!
Readfield
9.4 out of 10, Exceptional, (16 reviews)
"Great spot for our family trip."
United States
Kevin P.
Readfield Retreat w/ Lake Maranacook Views!

11. Arden Cottage

Arden Cottage
Mount Vernon
The price is AED 771
AED 1,519 total
includes taxes & fees
8 Nov - 9 Nov
Arden Cottage

12. Once Upon a Time — A Peaceful Maine Escape

Once Upon a Time — A Peaceful Maine Escape
Freedom
The price is AED 992
AED 1,637 total
includes taxes & fees
20 Nov - 21 Nov
Once Upon a Time — A Peaceful Maine Escape

13. Renovated Year-Round Lake Retreat on Annabessacook Lake

Renovated Year-Round Lake Retreat on Annabessacook Lake
Monmouth
10.0 out of 10, Exceptional, (1 review)
"We had a wonderful stay! The space was incredibly cozy, comfortable, and welcoming. Ryanne was an absolutely fantastic host. She was attentive, extremely responsive, and so accommodating throughout our stay. Her kindness and generosity really stood out, and she went above and beyond to make sure we had a great experience. The place was also thoughtfully stocked with so many toiletries and essentials, which was especially helpful since I had forgotten a few things of my own! It’s clear that...
United States
Elizabeth D.
The price is AED 711
AED 1,235 total
includes taxes & fees
10 Nov - 11 Nov
Renovated Year-Round Lake Retreat on Annabessacook Lake

14. Welcome to "the east Madison chapel"

Welcome to "the east Madison chapel"
Madison
10.0 out of 10, Exceptional, (4 reviews)
"Great for kids. Lots of space. Convenient location. Plenty to do locally or venture out to explore. Recommend renting the golf cart to get back and forth down the camp road to the dock.. water is clear and clean, rock bottom at shore. Fast response from host who lives close by."
United States
Melissa B.
The price is AED 1,469
AED 2,498 total
includes taxes & fees
8 Nov - 9 Nov
Welcome to "the east Madison chapel"

15. Every window has a spectacular lake view Low fees

Every window has a spectacular lake view Low fees
Wayne
9.8 out of 10, Exceptional, (53 reviews)
"The property was super clean, better than the description, and Tina was incredibly fast with responses to all our questions. I've used VRBO more than twenty times for week or two-week cabins stays and this was as easy and delightful as any of them!"
United States
Dan C.
The price is AED 826
AED 1,501 total
includes taxes & fees
9 Nov - 10 Nov
Every window has a spectacular lake view Low fees

16. Nightingale Cottage

Nightingale Cottage
Mount Vernon
6.0 out of 10, (1 review)
Nightingale Cottage

17. Spacious Waterfront Log Home on Huge Lake in Private Cove: Host Weddings

Spacious Waterfront Log Home on Huge Lake in Private Cove: Host Weddings
Wayne
9.0 out of 10, Wonderful, (2 reviews)
"The property was very nice!"
United States
James D.
The price is AED 1,436
AED 3,547 total
includes taxes & fees
16 Nov - 17 Nov
Spacious Waterfront Log Home on Huge Lake in Private Cove: Host Weddings
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.
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Top Oakland Hotel Reviews