Photo by Marc Maheu

Find Pet-friendly Hotels in Oakland, ME

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Oakland Pet-friendly Hotels

This weekend
Next weekend

Top Oakland Pet-friendly Hotels

Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore

2.0 star property
10.0 out of 10, Exceptional, (12)
"This house was perfect after soending 2 weeks in a car. It was ckean, quiet, and comfortable! We all loved kayaking around the lake and swimming off the dock. We would have lov3d to stay longer!"
The price is ¥23,627
¥44,057 total
includes taxes & fees
Oct 31 - Nov 1
Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore

Pressey House Lakeside Bed & Breakfast

3.0 star property
The price is ¥45,221
¥49,291 total
includes taxes & fees
Oct 29 - Oct 30
Pressey House Lakeside Bed & Breakfast

Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes

9.4 out of 10, Exceptional, (61)
"Great family camp right on the water with great views and paddle boats to play and fish the lake. Nice host, it was a peaceful stay!"
Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes

Cozy Long Pond Cottage: private mooring & shared dock

9.8 out of 10, Exceptional, (19)
"Very nice weekend and great host- very responsive!"
Cozy Long Pond Cottage: private mooring & shared dock

Charming 1840s farmhouse with donkeys, wood stove, fire pit, and full kitchen

10.0 out of 10, Exceptional, (7)
"Six of us stayed to celebrate my son’s graduation from Thomas College. It was perfect! The property has a beautiful Balance of rustic farmhouse and modern conveniences. Our host was wonderful, the check in was easy, the house was immaculate, and the beds were comfy. I would stay here again! "
The price is ¥26,748
¥46,293 total
includes taxes & fees
Oct 1 - Oct 2
Charming 1840s farmhouse with donkeys, wood stove, fire pit, and full kitchen

Beautiful lakeside 4 bedroom retreat with private dock and walkout basement

2.0 star property
10.0 out of 10, Exceptional, (2)
"We had an excellent stay on the lake. The property is beautiful and the house has everything, with great views from all 3 levels. We would love to stay again! "
Beautiful lakeside 4 bedroom retreat with private dock and walkout basement

Belgrade Lake house with Dock!

10.0 out of 10, Exceptional, (1)
"This property was so peaceful and quiet. It sits on a large lot with lots of privacy. The walk down to the dock is fun for kids, lots of rocks and it’s a little trail. We spent most of our time down at the dock. The views were spectacular, beautiful reflections in the water each morning, calm quiet lake and the sunset right in front of us each night. It wasn’t buggy and we used the kayak, but wear water shorts bc it does take in some water. We also brought our own paddle board and would highly...
Belgrade Lake house with Dock!

Classy AF Home Steps from Colby and Trails

10.0 out of 10, Exceptional, (46)
"Clean, comfortable and incredibly close to campus for a college visit."
Classy AF Home Steps from Colby and Trails

Belgrade Lakes Cottage w/ Long Pond beach access close to Augusta, Colby College

9.2 out of 10, Wonderful, (22)
"Lovely home in a cozy quiet private community. Was unable to take advantage of the lake due to poor weather."
Belgrade Lakes Cottage w/ Long Pond beach access close to Augusta, Colby College

Cozy Open Concept Lake House with Large Deck & Waterfront, perfect for families!

9.0 out of 10, Wonderful, (24)
"We had an amazing week. This is the perfect lake cabin… swimming, boating, tubing, campfires at night… we even used a projector to do an outdoor movie night. The owners are very responsive and helpful. We would definitely stay here again."
Cozy Open Concept Lake House with Large Deck & Waterfront, perfect for families!
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.

Top Oakland Hotel Reviews

Frequently asked questions

What's the best pet-friendly place to stay in Oakland?
Pressey House Lakeside Bed & Breakfast is a top B&B for people traveling with their pets, and offers a bar/lounge and a coffee shop for its human guests. Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore is another option for a stay with your pet.
What's the best time of year to travel to Oakland with my pet?
When you travel with your pet, keeping track of the weather can help you make the trip more safe and fun for everyone. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Oakland are January, March, December, and February, with each month seeing an average of 9 inches of snowfall.
What is there to see and do with your pet in Oakland?
Known for its monuments, Oakland has lots to offer visitors. See the local sights and visit Belgrade Lakes Chain and Tree Spirits. When you're in the area, make time for a stop at Waterville Opera House.