
Pet-friendly vacation rentals in Woolwich
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Top-rated pet-friendly home rentals in Woolwich
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Pet-friendly house rentals

Walk to Beach from Spacious 1920 Home
First off. Let me say the house was great. It was nice and big plenty of room. Very clean we had a big gathering and everyone absolutely loved it and was very satisfied with the price they paid to stay the weekend. Even though we went during the offseason it was still a great time. We Will definetly book this Airbnb again. Thank you Krystal and we will be in contact again.

King beds-Charming Retro 3BR+Office House
This was our first experience with an Air B&B and happy that it was with Spencer. Our main reason for the East Coast trip was to see our grandsons football games at Bowdoin College and it was a perfect location. We stayed for seven weeks and loved the experience.

Cute Craftsman Bungalow home w/ fenced in yard
We had a great time! The fenced in yard was perfect for the dog, and a great location just 15 minutes to the downtown area!

2 bed house w/king bed, pets & off-street parking!
Stayed with my wife and 2 year old son for a full week. Wonderful location walking distance to many shops, bakeries, restaurants etc. Blackout curtains in the bedroom were helpful for our son with naps and early sunrise. Playground a 30 second walk down the street which we used often. Private parking space directly behind the home was also convenient. We thought it was great value for the location and a nice alternative to booking an apartment or larger home when we spent the majority of our trip out exploring. Overall, we were very pleased with our experience.

Cheerful spacious updated 1825 Maine Farmhouse!
Second stay at the farm house. Two weeks this time. We just love it here. Plenty of space yet cozy, everything you need, lovely outdoors space. We enjooed watching the chickens, dicks and horse next door. I wish we could stay for months. Thank you, Amy and family!

Riverside
We had an amazing time over valentines day weekend. There was a snow storm and Kent snow blowed around our vehicle to make sure we could get out. The house is very comfortable and peaceful, amazing view of the river and just off the road enough to not be bothered by passing traffic. Definitely recommend!!!!

Rustic Farmhouse at Oxbow Brewery
We absolutely loved our stay! We rented the house for 7 adults and 1 dog to celebrate a 31st bday! We loved being able to walk right down to the tasting room for a beer, cook a big dinner in the kitchen, play games, and watch the amazing vcr collection. Everything was clean and comfortable. So glad it’s a dog friendly space!

Charming Portland Home Near Back Cove & Downtown
Katrina's home is always clean and welcoming. The living room (TV area) is comfortable. The dining room table a nice work space if you need to 'work from home' while in her home. The additional half bath on the first floor - a great addition. I am already considering when we will return !
Pet-friendly home rentals with a pool

Pool|HotTub|1Acr FencedYard|Firepit|Garden|PETS OK
Thank you for allowing us to stay at your beautiful home. The photos did it no justice! I can’t wait to be back, we will be stay here again.

Lovely home with hot tub and pool
Beautiful Airbnb! Everything in the Airbnb was very well thought out. The host was super nice and always quick to respond. My only regret was not spending more time here!

Portland Sweet Escape
The perfect place for a weekend away with friends! Easy to find/get to, and less than 15 minutes from downtown Portland! The house was extremely clean, well stocked with anything you might need, comfortably furnished, and looked just like the listing. Susan was extremely responsive and helpful! Highly recommend, and we can’t wait for our next stay here!

"Good Vibes" 4 Wonderful Seasons @ Portland Home!
My stay was very comfortable. The property was well kept and updated. The beds and furniture were were in perfect condition. Both the house and the grounds were exceptionally clean and well maintained. I would visit again!

Dog Friendly Midcoast Cape
BEAUTIFUL Home!! Tons of space to relax and spread out with our family! The beds were very comfortable! We really appreciated all of the bathrooms for our group! The kitchen was huge and so handy for preparing meals! I absolutely loved the style and atmosphere of this wonderful home! We also loved being able to bring our dogs!! We had a lovely time and we would most definitely come back!!! 🥰

Heron's Hide-Away
Katherine was the perfect host. Super responsive and accommodating with check in-check out times which was so appreciated. This was my second stay here and I am sure I will be back. Clean and cozy!

Million $ views, Hot Tub, Crooked River- Private
Was a very nice peaceful getaway the home was spotless and had everything we needed plus extra great place to disconnect

Steep Falls Escape, river & falls just steps away
great accommodation, thoughtfully decorated, clean with everything you need. Perfect as a hiking base, lots of recommendations from the wonderful hosts
Private, pet-friendly home rentals

Close to the Beach, Hiking, Golf course, and Town!
Our family and I had a wonderful stay at Jackies, we are all originally from maine, and her home gives you everything great about maine. We really felt at home, it snowed christmas eve which made it even more beautiful ( The driveway was plowed out early as well). I brought a small christmas tree with us on our trip up, and when we walked in, the place was decorated for christmas, which was just amazing and so thoughtful. We definitly plan on staying again, the next time we are back in maine. Thank you again Jackie!

Close to the Coast, 2025 availability
We thoroughly enjoyed our stay at Samantha's place in Cushing. To say that she is "very responsive" would be an understatement. She typically responded within 10 minutes no matter what my question was. She lives a short distance away which really helped facilitate things. We had a minor issue with the Internet which required communication with the service provider, but she coordinated everything and resolved it right away. The house is totally charming - old, a bit creaky and adorable - and well maintained (no issues there). We imagined how great it would be to visit in wintertime and snuggle up to a roaring fire. They have an expansive yard with gardens great for a short evening stroll. Forest habitat behind the property was great for bird watching. The area is absolutely beautiful - quintissential coastal Maine. The Olson House (local attraction) is a few minutes drive from the house. The grounds have a walking trail along the water with fantastic views of the coast.

Cozy private Portland apartment.
Keith's place was such a cozy stay! The facility was spacious and well-ventilated. Keith was helpful, and the kitchen was equipped with items to cook with. Would love to stay again! The neighborhood cats are very friendly, I enjoyed interacting with them and giving them treats!

Cheerful 2 Bedroom 2 Bath Garden Apt with Laundry
Margaret’s place is very homey with all the necessities for a family gathering. The neighborhood is beautiful and close to beautiful trails

Osprey Cottage, peaceful setting, walk to beach
Elizabeth was a wonderful host and her home is perfect for a peaceful, relaxing vacation. The house was spotless, well appointed, and very cozy. The short walk to the beach and town market is really convenient. Her rental is a perfect home base if you’re visiting Portland or exploring the Maine coast nearby.

Cozy Rock Cabin #thewaylifeshouldbe
I took myself and my dog Sammy on a CEO business planning retreat to the Cozy Rock Cabin and it was incredible! It was the perfect location to be free of every day distractions, to visit, map out and strategize while also getting in time for play and rest. The location was perfect, beautiful and surrounded by nature. The cabin itself was clean, comfy and cozy. When we weren’t enjoying the cabin, we were off exploring downtown and going for hikes. There’s so much to do in the area, and you get to make your stay whatever you’d like! We both didn’t want to leave, and will definitely be back!

The Yankee Dugout
Host was great and friendly. Beautiful neighborhood. Apt was very clean and comfortable. Many extras like Keurig, coffee, tea hot chocolate and water bottles. Cozy extra blankets, fans and fireplace. Bathroom was clean and had liquid soaps, shampoo etc. Not a full kitchen, but all you need. Would definitely stay again.

Dog-friendly 300-acre Nature Gem: Trails & Privacy
Richard and Kandi's cabin and surroundings are amazing! We (two adults and two dogs) were comfortable in the cabin, which feels new and very clean. Kitchen and bathroom are well organized and had all we needed. It's a tiny house but feels spacious. The woods and trails are a wonderful bonus. Richard was great to communicate with and helpful about weather and snow conditions before we arrived. He also offered great tips on exploring the trails. Black Mt and Rumford are about 20min drive. Easily our favorite Airbnb!
Quick stats about vacation rentals that are pet-friendly in Woolwich
Total rentals
30 properties
Nightly prices starting at
$69 CAD before taxes and fees
Total number of reviews
2.2K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
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- Surfside Beach
- Fox Ridge Golf Club
- Brunswick Golf Club
- Popham Beach State Park
- Belgrade Lakes Golf Club
- East End Beach
- Pemaquid Beach
- Samoset Resort
- Palace Playland
- Portland Museum of Art
- Cliff House Beach
- Dunegrass Golf Club
- Ferry Beach
- Wolfe's Neck Woods State Park
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- Funtown Splashtown USA
- Crescent Beach State Park
- West Shore Sandy Beach
- Narrow Place Beach
- Martindale Country Club
- Portland Country Club
- Falmouth Country Club
- Aquaboggan Water Park