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
20 Aug - 21 Aug
Tomorrow
21 Aug - 22 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

Our top choices for Oakland pet-friendly hotels

A bedroom with a bed, a bedside table, a lamp, and a window with curtains.
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 round above-ground pool with inflatable toys and a ladder.
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
€207
includes taxes & fees
23 Aug - 24 Aug
The heart of the Belgrade 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.
A cozy attic bedroom with a bed, two bedside lamps, a window with curtains, a fan, and a mirror.

2. Pressey House Lakeside Bed & Breakfast

Pressey House Lakeside Bed & Breakfast
Oakland
€241
includes taxes & fees
18 Sept - 19 Sept
Pressey House Lakeside Bed & Breakfast
A wooden deck with outdoor furniture, a large potted plant, and string lights.
A living room with a sofa, a chair, a coffee table, a fireplace, and a large window.
A swimming pool with clear water, surrounded by a grassy area and trees.
A kitchen with a granite countertop, wooden cabinets, and a built-in stove.

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
€389
includes taxes & fees
17 Sept - 18 Sept
Fall Getaway at My Valhalla Farm- close to Waterville and minutes to 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 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.
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.

4. 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
Jennifer R.
Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore
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.
A two-story building with a covered entrance and a lighthouse sculpture.
A lobby with a reception desk, seating area, and a 'ME' sign.

5. Hampton Inn Waterville

Hampton Inn Waterville
Waterville
United States
Marlene
€133
includes taxes & fees
30 Aug - 31 Aug
Hampton Inn Waterville
A hotel room with a bed, a sofa, a desk, and a chair.
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.
A living room with a sofa, armchair, TV, fireplace, and a lamp.
A bakery display case with various baked goods.

6. Fireside Inn & Suites Waterville

Fireside Inn & Suites Waterville
Waterville
United States
vipul
€113
includes taxes & fees
9 Sept - 10 Sept
Fireside Inn & Suites Waterville
A spacious dining area with wooden tables and chairs, large windows, and hanging light fixtures.
A swimming pool with clear water, surrounded by lounge chairs and a reception area.
A hotel room with a wooden desk, a flat-screen TV, a painting of a beach scene, a lamp, and a heater.
A hotel entrance with a covered patio, columns, and a sign indicating it is a Best Western Plus location.

7. Best Western Plus Waterville Grand Hotel

Best Western Plus Waterville Grand Hotel
Waterville
United States
Benny
€122
includes taxes & fees
23 Aug - 24 Aug
Best Western Plus Waterville Grand Hotel
An outdoor seating area with tables and umbrellas at a hotel.
A restaurant interior with tables and chairs, a blue cushioned bench, and a vase with flowers on each table.
A modern living room with a stone fireplace, leather sofa, and a blue armchair.
A modern kitchen with a central island, bar stools, and a stone wall.

8. Lockwood Hotel

Lockwood Hotel
Waterville
United States
Joseph
€186
includes taxes & fees
30 Aug - 31 Aug
Lockwood Hotel
A restaurant with red walls, multiple tables, and chairs. There are potted plants and a large window with curtains.
A brick building with a window and a flower bed with various plants and flowers.
A bar area with a wooden counter, two leather chairs, and decorative items including a statue and a large vase.
A long, narrow hotel hallway with carpeted floors and doors on both sides.

9. Budget Host Airport Inn

Budget Host Airport Inn
Waterville
United States
Kathy
€103
includes taxes & fees
23 Aug - 24 Aug
Budget Host Airport Inn
A rectangular swimming pool with a brick deck, surrounded by lounge chairs and umbrellas, with a building in the background.
A motel with a landscaped garden, a swimming pool, and a sign indicating the motel name.
A breakfast setup with a fruit basket, a pitcher of orange juice, and a bowl of cereal on a wooden table.
A sign for The Towne Motel with a logo and text indicating it offers Kings, Queens, and Kitchener's services.

10. The Towne Motel

The Towne Motel
Skowhegan
United States
Rafael
€120
includes taxes & fees
27 Aug - 28 Aug
The Towne Motel
View all properties

Top Oakland Hotel Reviews

Senator Inn & Spa

Senator Inn & Spa

8/10 Good
"Has the inventor of the wellness wedge?I travel cross-country often.This hotel was a nice surprise. The head of the bed in every room was approximately 3 inches lower than the foot of the bed.However , I had my wellness which wedges with me. Great place to stay great staff.Nice breakfast"
Russell 1-night trip
Posted 2 days ago
Senator Inn & Spa
Comfort Inn Augusta

Comfort Inn Augusta

10/10 Excellent
"Stress free check in, stay and check out"
JUSTIN 1-night trip
Posted 6 days ago
Comfort Inn Augusta
Best Western Plus Augusta Civic Center Inn

Best Western Plus Augusta Civic Center Inn

10/10 Excellent
"The room and bed were great. I had an issue with the bathroom sink and I was immediately transfer to another room."
Javier 1-night trip
Posted 7 days ago
Best Western Plus Augusta Civic Center Inn

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 Great Pond and Tree Spirits.