
Pet-friendly holiday rentals in Oakland
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Top-rated pet-friendly home rentals in Oakland
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Popular amenities for Oakland pet-friendly home rentals
Pet-friendly house rentals

Sugarmaple Lakehouse - Sebasticook Lake Newport ME
Great location. Woke up to the sounds of birds. very responsive. I would have given it a 5 star all the way, David was amazing and responded in a very timely manner. But, the turn over service could have been much better. The previous guest left a wine bottle in the automatic fridge ice dispenser and it was unfounded until my family found a large peice of glass in their drink, serious hazard to drink glass. Should have been spotted by the turn over service but, who would check the ice maker for a bottle a wine? I understand that. Very uncommon and unfortunate for us. David responded in a very fast manner and gave us options to accommodate the situation. I would have left a 5 star if this was the only thing but everything was so unorganized in the kitchen, they had everything but nothing made sense to why it was there. Sink didn't drain. There were also stains on the sheets and a pizza box left by the fridge that wasn't ours. Little things but the turn over service was a let down.

Dreamy Mountain Home w/ Hot Tub, Firepit, + Views!
This house was perfect for me and my guests! All 7 of us fit perfectly, It didn’t feel too overcrowded! We loved the beautiful view off the deck and the hot tub was an amazing touch! The house was very clean and had everything we could’ve needed. I loved how clear the instructions were for everything and how responsive the hosts are if you need anything!

Summer River Retreat with Hiking Trails
Everything was as described! Very tranquil setting. Loved sitting on both the sunporch and deck watching the boats go by. The house was immaculate and very well equipped. NIce to relax without the distraction of tv for a change. Enjoyed their Bose radio.. Also the verizon phone /computer connection was excellent. It was a great home base for exploring the mid coast of Maine. Lots of good restaurants near by and the owner offered many heloful hints as to what to see, where to est and what to do. His communication was excellent. Would highly recommend this rental.

The Riverfront Retreat - 27 minutes to Sugarloaf!
Great little cozy spot, clean, lots of plants and lights. Very comfortable. Nice little spot on the property by the stream. Close to a variety of hikes and waterfalls. Very happy with our stay.

Riverside
This was my 5th time going there and I love it! The house is so cozy & very clean. The property is large and the view is breathtaking over looking the river. They are also pet friendly so we were able to take our Lhasa Apso Revy on vacation with us. Besides how great this Air BnB is, my favorite is the hosts Kent & Tish! They are wonderful people. They are kind & friendly, & have such beautiful souls. They have become family to me! I highly recommend getting this air bnb!! Thank you again Tish & Kent! Ian, Revy, & I are always happy to see you!!

The Strawberry House
The Strawberry house was such an amazing place for my wife and I to spend our first anniversary. We go to midcoast Maine every year and this was certainly a special one for us. Comfortable, thoughtfully designed and accessible to town. Highly recommend!

Lakefront Log Cabin on Pleasant Lake
The lakeside cabin was just what I needed. Quiet, private, and right on the water. My dog loved running in the yard and swimming in the lake. The cabin was comfortable with all the basics, and sitting on the porch watching the water was so relaxing. Perfect spot to unwind and enjoy some peace and quiet.

Rustic Farmhouse at Oxbow Brewery
My husband and in-laws and I and our two dogs stayed for a long MDW. The weather did not cooperate but did not hinder us. Especially staying at this Airbnb on the beautiful Oxbow Brewing property. In fact the coziness of the space made a rainy day even more fun. We were visiting for the racetrack and location was excellent for privacy and also close to local attractions. Wish we had more of a group to experience the space with us, it was really special!
Pet-friendly home rentals with a pool

Large Home with Great View next to horse farm
Beautiful and peaceful place! Just admiring the surroundings let the peace and tranquility set in and consume you. Highly recommend! Teresa is a wonderful host and flexible to your needs. Will definitely visit again, thank you Teresa!

A+ Views -Jet Spa Tub Sauna Sunset/Stars
Jonathan and Lisa were wonderful hosts! We stayed 3 nights to enjoy some Spring skiing at Saddleback. The home was close to town and a quick drive to Saddleback mountain. The house is perched high on a hill overlooking Rangeley lake. The downside is that the driveway is steep and icy (this time of year due to the recent March thaws) but the view and sunsets are breathtaking!! For an additional fee, you can enjoy their newly built sauna and whirlpool. So relaxing after a day of skiing that we booked it twice. The house has all the comforts of home. Being culinary masters, we had a bit of a struggle in the small kitchen. But certainly most everything you need to prepare great meals. Communication with the hosts was excellent and timely.

Luxe Liberty: Getaway with Heated Indoor Pool!
this was the 3rd time our family has stayed,again we had a fantastic time! We chose to return due to the great space, a fabulous indoor pool, great kitchen and an amazing view. Great attention to details, comfortable for large families or groups and peaceful for just 2.

Mercer Apartment in the Valley-Peaceful Country
I stayed there for two weeks and I would stay again. It was very quiet which is my number one need. Two it was clean. Three nice kitchen with all the appliances you need. Four Jeanmarie answered all questions quickly and clearly. Five lots of room in the house. Six it was nice and warm in the winter weather.

Lawn Cottage - Newly Renovated 2024
Adorable cottage, newly renovated. Perfect for two with an open space loft for one more. Kitchen is well stocked right down to the coffee. A good location if visiting Fort Knox, Mt. Barrie and not too far from Bar Harbor if that is on your list. Great stay, highly recommend. Beautiful view and private.

Riverfront Luxury in the woods, Million $ Views.
Jon’s cabin is a beautiful place to get away from it all. Very comfortable and well designed. We had everything we needed to cook and hole up for a few days. If you decide to drive to the lake, I would recommend 4WD. We had a truck but were not aware of how soft the ground was and ended up needing to be towed out. Still highly recommend! Enjoy your stay!

Cozy Chalet, 10-Min Drive to Sugarloaf, Sleeps 9
Had an awesome stay at Mathews place. 20 min drive from Sugarloaf with an option for a shuttle even. Cozy spot next to a beautiful river. Allowed us to check out an hour late.

A place to be The Hidden Gem Mt Vernon, Me
The host gave us an upgrade to another tiny house in the same location that we gladly accepted. We were welcomed by fresh lilacs in the tiny home with cozy ambiance. The location is remote with a small farm stand (the honey from this stand is a must, we got the biggest jar and we have zero regrets). This is a peaceful retreat with beautiful views and hikes. I recommend this to anyone looking to escape the city.
Private, pet-friendly home rentals

epicurean feast with zen like surroundings
Brenda’s place was everything we’d hoped for and more! The cottage was clean and comfy, and surrounded by so many gigantic, gorgeous trees. Brenda’s cooking and hospitality were a huge highlight! She gave excellent local recommendations and cooked us two delicious meals. Our dog was in heaven. Would absolutely come back!

Classy AF Home, walk across the street to Colby!
The photos don’t do this place justice! It is extremely pretty and bigger than I thought! Its location is perfect and made for an easy reunion weekend at Colby!

New Cozy Rustic Cabin on 58 private acres
lovely spot, everything you need for a nice getaway

Lakefront cottage in Belgrade Lakes
Jennifer was great - had a few questions and her responses were near immediate. The place is as described- simple but comfortable and cozy for a family of 4. It rained so I cant comment on the lake activities but the fenced in yard was perfect for the dogs and a beautiful spot. hoping to go back in the summer when weather is better. Definitely recommend if you are looking for a getaway and like simplicity.

Cozy Lakefront Retreat
great lake access. thank you so much!

Camp at Shale Creek Homestead
Their family were extremely welcoming to our family. We loved seeing their extremely friendly cats, as well as their goats and chickens, and the RV was comfortable and clean. We would definitely recommend this place to stay if you’re in the area!!

Lakefront apartment near Western Maine mountains
We had a wonderful stay! Lisa is very responsive and so nice. We quickly made friends with Bella, the resident dog, and she is the sweetest pup. We were surprised with a Thanksgiving snow storm and the town lost power but there is a whole house generator, so we didn’t skip a beat or notice the power outage, which was so nice! There is a coffee pot on site (not a Keurig) and Lisa provided coffee grounds, which was amazing because we brought coffee pods. The bathroom is directly off the bedroom but there is no door, so if you need more privacy, I’d plan to tack up a blanket. The view of the lake is gorgeous and the property is peaceful. A gas station with a Dunkin is just a just a minute or two down the road and very convenient. We would definitely return.

Cozy Maine Lake front Cottage near Colby College
Stunning location on a beautiful, clean lake. An adorable little cabin in the woods for a perfect summer retreat to relax and enjoy the lake and all the water fun!
Quick stats about holiday rentals that are pet-friendly in Oakland
Total rentals
20 properties
Nightly prices starting at
$93 AUD before taxes and fees
Total number of reviews
840 reviews
Family-friendly rentals
10 properties are a good fit for families
Wi-Fi availability
20 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
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- Samoset Resort
- Pemaquid Beach
- Fox Ridge Golf Club
- Coastal Maine Botanical Gardens
- Brunswick Golf Club
- Belgrade Lakes Golf Club
- Saddleback Ski Mountain Maine
- Sugarloaf Golf Club
- Maine Maritime Museum
- Hermon Mountain Ski Area
- Dragonfly Farm & Winery
- Rockland Breakwater Light
- Three Island Beach
- Spragues Beach
- Pinnacle Park
- Eaton Mountain Ski Resort
- Narrow Place Beach
- Lost Valley Ski Area
- The Camden Snow Bowl
- Bear Island Beach
- Pebble Beach
- Black Mountain of Maine
- Farnsworth Art Museum
- Martindale Country Club