A lake surrounded by trees with autumn leaves.

Oakland Hotel Guide - Pet Friendly Hotels in Oakland, Maine

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check availability on Oakland Pet Friendly Hotels

Tonight
5 Oct - 6 Oct
Tomorrow
6 Oct - 7 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Oakland pet-friendly hotels

A bedroom with a bed, a bedside table, a lamp, and a window with curtains.
A round above-ground pool with inflatable toys and a ladder.
A living room with a dark sofa, a round table, and a chair. There is a window with curtains, a plant, and a decorative wall piece.
A stone fire pit with a log in the center, surrounded by a grassy area and dense foliage.

1. The heart of the Belgrade Lakes

The heart of the Belgrade Lakes
Oakland
United States
Maureen
€212
includes taxes & fees
6 Oct - 7 Oct
The heart of the Belgrade Lakes
A cozy cabin interior with a dining area, kitchen, and a large sliding glass door leading to a backyard with a view of a lake.
A cozy living room with a sectional sofa, a coffee table, and a TV on a stand. There are two doors, a refrigerator, and a ceiling fan.
A covered patio with a bench and chairs, a table, and a grill.
A house with a dark siding exterior, two windows with white shutters, and a garden with various plants and a raised bed.

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

Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore
Oakland
United States
Robert M.
€261
includes taxes & fees
7 Oct - 8 Oct
Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore
A wooden deck with outdoor furniture, a large potted plant, and string lights.
A large white house with a porch, a red barn, and a green lawn.
A swimming pool with clear water, surrounded by a grassy area and trees.
A living room with a sofa, a chair, a coffee table, a fireplace, and a large window.

3. 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
United States
Jared
€298
includes taxes & fees
11 Oct - 12 Oct
Fall Getaway at My Valhalla Farm- close to Waterville and minutes to lakes
A lakeside property with a small dock, outdoor seating, and a gazebo.
A compact kitchen with a refrigerator, stove, and a small dining area.
Private kitchen
A rustic interior with a fireplace, wooden dining table, and chairs.

4. Pressey House Lakeside Bed & Breakfast

Pressey House Lakeside Bed & Breakfast
Oakland
United States
Indra
€250
includes taxes & fees
3 Nov - 4 Nov
Pressey House Lakeside Bed & Breakfast
A hotel room with a bed, a sofa, a desk, and a chair.
A bakery display case with various baked goods.
A pool area with a hot tub, deck chairs, and a fenced deck.
A store interior with glass doors leading to a balcony, shelves stocked with jars of honey and maple syrup, and a box of chocolate bars on a table.

5. Fireside Inn & Suites Waterville

Fireside Inn & Suites Waterville
Waterville
United States
amanda
€108
includes taxes & fees
1 Nov - 2 Nov
Fireside Inn & Suites Waterville
A hotel lobby with a fireplace, two armchairs, a coffee table, and a wooden shelf above the fireplace.
A hotel room with a large bed, a sofa, two bedside lamps, and a framed picture on the wall.
An indoor swimming pool with clear lane markings, a lifeguard chair, and a view of the outdoors through large windows.
A two-story building with a covered entrance and a lighthouse sculpture.

6. Hampton Inn Waterville

Hampton Inn Waterville
Waterville
United States
Ronald
€126
includes taxes & fees
25 Oct - 26 Oct
Hampton Inn Waterville
A spacious dining area with wooden tables and chairs, large windows, and hanging light fixtures.
A hotel room with a wooden desk, a flat-screen TV, a painting of a beach scene, a lamp, and a heater.
A swimming pool with clear water, surrounded by lounge chairs and a reception area.
A lobby with leather sofas, a reception desk, and patterned flooring.

7. Best Western Plus Waterville Grand Hotel

Best Western Plus Waterville Grand Hotel
Waterville
United States
Keith
€110
includes taxes & fees
1 Nov - 2 Nov
Best Western Plus Waterville Grand Hotel
An outdoor seating area with tables and umbrellas at a hotel.
A modern kitchen with a central island, bar stools, and a stone wall.
A restaurant interior with tables and chairs, a blue cushioned bench, and a vase with flowers on each table.
A modern hotel with a glass facade, outdoor seating area, and a well-lit entrance.

8. Lockwood Hotel

Lockwood Hotel
Waterville
United States
Cheyenne
€183
includes taxes & fees
1 Nov - 2 Nov
Lockwood Hotel
A rectangular swimming pool with a brick deck, surrounded by lounge chairs and umbrellas, with a building in the background.
A sign for The Towne Motel with a logo and text indicating it offers Kings, Queens, and Kitchener's services.
A motel with a landscaped garden, a swimming pool, and a sign indicating the motel name.
A fenced outdoor area with a pool, lounge chairs, and a picnic table.

9. The Towne Motel

The Towne Motel
Skowhegan
Canada
Michael
€102
includes taxes & fees
6 Oct - 7 Oct
The Towne Motel
A hotel room with a large bed, a desk, a chair, a lamp, and a window with curtains.
A brick building with a window and a flower bed with various plants and flowers.
A hotel room with two beds, a nightstand, a lamp, and a window with curtains.
A restaurant with red walls, multiple tables, and chairs. There are potted plants and a large window with curtains.

10. Budget Host Airport Inn

Budget Host Airport Inn
Waterville
United States
rob
€87
includes taxes & fees
1 Nov - 2 Nov
Budget Host Airport Inn
View all properties

Top Oakland Hotel Reviews

Senator Inn & Spa

Senator Inn & Spa

10/10 Excellent
"The room was very clean.The waitress and her boss at Cloud 9 restaurant were great at supper and breakfast the next day.All the food was great.The blueberry pancakes were very tasty.The hot tub was helpful after driving 200 miles.The 4 foot pool was warm.The hotel is beautiful.I just really loved the place and parking was easy.It is near a mall. Check in and out were great."
Gloria 1-night trip
Posted 4 hours ago
Senator Inn & Spa
Comfort Inn & Suites Wilton

Comfort Inn & Suites Wilton

10/10 Excellent
"Clean large rooms and a varied breakfast buffet. Friendly staff. Good value. Will stay here again if I return in the area."
Robert 1-night trip
Posted 6 hours ago
Comfort Inn & Suites Wilton
Fireside Inn & Suites Waterville

Fireside Inn & Suites Waterville

10/10 Excellent
"Clean and super comfortable bed. Definitely dated, but for an older interstate hotel, it is rather clean and pleasant for a night or two."
Benjamin 1-night trip
Posted 14 hours ago
Fireside Inn & Suites Waterville
Best Western Plus Waterville Grand Hotel

Best Western Plus Waterville Grand Hotel

10/10 Excellent
"I would stay again. Very pleased"
Peggy 2-night trip
Posted 3 days ago
Best Western Plus Waterville Grand Hotel

Frequently asked questions

What's the best dog-friendly accommodation option in Oakland?
Pressey House Lakeside Bed & Breakfast is a top B&B for people travelling with their pets, and offers a bar/lounge and a coffee shop/cafe for its human guests. Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore is another good option for you and 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 temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Oakland are January, March, December and February, with each month seeing an average of 23 cm 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 Messalonskee Lake. While you're there, make sure you don't miss East Pond and Great Pond.