Photo by Marc Maheu

Find Pet-friendly Hotels in Oakland, ME from CA $285

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Check availability on Oakland Pet-friendly Hotels

Top Oakland Pet-friendly Hotels

Pressey House Lakeside Bed & Breakfast
Exterior

Pressey House Lakeside Bed & Breakfast

3.0 star property
Pressey House Lakeside Bed & Breakfast
Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore
Property grounds

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

2.0 star property
10.0 out of 10, Exceptional, (11)
"Beautiful and cozy!"
The price is CA $414
CA $651 total
includes taxes & fees
Sep 8 - Sep 9
Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore
Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes
Exterior

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

9.4 out of 10, Exceptional, (56)
"Very pretty spot. Nice lake, good for kayaking.we enjoyed the fire pit. "
Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes
Cozy Open Concept Lake House with Large Deck & Waterfront, perfect for families!
Exterior

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

9.0 out of 10, Wonderful, (22)
"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!
Belgrade Lake house with Dock!
Fridge, microwave, oven, stovetop

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

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

9.0 out of 10, Wonderful, (16)
"Great location and wonderful hosts!"
Belgrade Lakes Cottage w/ Long Pond beach access close to Augusta, Colby College
Lakefront, dog-friendly cottage with screened porch, firepit, WiFi & lake access
Property grounds

Lakefront, dog-friendly cottage with screened porch, firepit, WiFi & lake access

9.4 out of 10, Exceptional, (13)
"Such a nice little spot to relax on the lake."
Lakefront, dog-friendly cottage with screened porch, firepit, WiFi & lake access
Charming Guest House on Farm - Near lakes and trails
TV

Charming Guest House on Farm - Near lakes and trails

10.0 out of 10, Exceptional, (4)
"Enjoyed a 2 night stay at this quiet country retreat. Our host was friendly and took time to visit. The kitchen was well stocked and it's a charming historic structure, equipped with modern conveniences. What more could you want! "
The price is CA $285
CA $474 total
includes taxes & fees
Aug 17 - Aug 18
Charming Guest House on Farm - Near lakes and trails
Cozy Long Pond Cottage: private mooring & shared dock
Outdoor dining

Cozy Long Pond Cottage: private mooring & shared dock

9.8 out of 10, Exceptional, (16)
"The stay was a very nice place and we will be coming back with the whole family next time. "
Cozy Long Pond Cottage: private mooring & shared dock
Classy AF Home Steps from Colby and Trails
Fridge, oven, stovetop, dishwasher

Classy AF Home Steps from Colby and Trails

10.0 out of 10, Exceptional, (44)
"Wonderful house in a great location. Hosts were fantastic. "
Classy AF Home Steps from Colby and Trails
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

Fireside Inn & Suites Waterville

Fireside Inn & Suites Waterville

10/10 Excellent
"Easy to get to, alot of ammenities nearby, trucker friendly"
Bruce 1-night trip
Posted 3 days ago
Fireside Inn & Suites Waterville

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. Two other good options for you and your pet's trip include My Valhalla Farm - Historic Charming Farmhouse on scenic farm 3 Bedrooms and Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore.
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.