
Cottage holiday rentals in Portland
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Top-rated cottage rentals in Portland
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Holiday rentals for every style
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Popular amenities for Portland cottage rentals
Cottage rentals with a hot tub

Freshly Renovated, Family-Friendly Coastal Cottage
A gem of an Airbnb! The hosts truly thought of everything and this was the perfect place to stay with two young kids; in fact, my son loved the bunkbed and toys so much he refused to go to bed every night! From the tonies box and kids toys, to all the beach and baby gear, there wasn’t one thing they lacked. The place was clean and organized and felt so cozy. I highly highly recommend this place, especially for families! The hosts were so friendly and accommodating as well.

Maine Lakehouse, 3 Bedrooms, 2 baths, waterfront
A great spot tucked away!! House was cute and as shown in the pictures, is right on the water and has some great views! It rained the majority of the time we were there so didn’t get to take advantage of all the outdoor amenities, but would have if better weather! Host was very friendly, communicative and responsive!

Beach Dreaming
A nice private cottage in a quiet community that was super handy for us to stay until we secured our house in New England. Everything is in place for comfortable living. We lived there for a month long and the hosts were always responsible.

Paradise Found Minutes from Ogunquit | Heated Pool
Wow! What a beautiful place to stay. We visited all the surrounding cities we came to Maine for. The beds were so comfy! The towels smelled so fresh. The washer and dryer were so nice to have- so thoughtful that detergent was provided! We appreciated all the cute details the cottage had to offer. My girls loved the ride on the golf cart! 10/10 stay. Thank you so much for sharing your lovely place with us!

Fully Renovated/4min to K-port/HotTub/Game Room
Great clean air bnb. Accurately as described.. looks good in photos but even better in-person. Bed was comfortable. Would rent their properties again.

Beautifully renovated 2-bedroom cottage
Everything was so perfect !! thank you for hosting us !!

Waterfront Getaway w/ Private Sandy Beach
Perfect for what we needed for a weekend getaway. So peaceful and a lot of interesting wildlife. We saw so many different types of birds! The hot tub is spacious and easy to use.

Cottage in Wells Maine
Great cottage with a perfect location. Not too close to the ocean but close enough. Grocery stores and other shops within a mile radius. 10-20 miles gets you to many other small Maine locations.
Pet-friendly cottage rentals

Popham - Aslan Beach House!
We had an amazing time at the Aslan house with our dogs. It has a beautiful view of the lake and just a short walk to the beach. It is peaceful and quiet, super clean & cozy. The host was very friendly and we can’t wait to come back again. Thank you!!

Tall Pines Hideaway
Beatiful cabin on the water, thoughtfully decorated. I loved the layout, plenty of seating areas and lovely decor. There is only one small bathroom which may be an issue with more than 2 or 3 guests, but worked out perfectly for us. We saw deer twice when driving down the trail to the house which was exciting! Loved using the firepit outside. The only bummer was that the dock wasn’t in the water yet. I still managed to use the kayak but would not advise attempting without the dock lol. Wonderful host, David was very responsive and had a nice bottle of wine waiting for us on our arrival. Would 100% come back

Pet Friendly Audubon Bring Your Fishing Gear!
Beautiful setting and peaceful. Great place to rest and relax. Easy access to town and restaurants. Will definitely return!

Private oceanfront cottage, great views, and float
the stay was nice, the place was clean, match the description, pretty easy to find, and Christine had great communication. very beautiful views, right on the water, kayaking was nice.

Sunset Haven - Little Sebago Lake
We really enjoyed Elizabeth's house. It was beautiful and peaceful. The dock and beach were great. Communication was awesome! would loved to stay stay again.

Sweet cottage in quiet convenient coastal setting.
The property is tranquil and private but near convenient stores and food options. The cottage is so cute and quaint and was perfect for our stay with our dog. The art and small touches in the cottage are very lovely. This location is fantastic for accessing the beaches and harbors of York area.

Rustic Pebble Cottage in beautiful Bridgton, Maine
Cheryl's home is cosy and quiet, and the photos don't quite do the place justice. It's an amazing spot since you can walk into town and access the trails to Pondicherry Park, and it's back off the road enough to feel private and quiet. We really enjoyed our stay, and especially the cupcakes that were there upon our arrival.

H and K Cove View Cottage LLC
We had a nice stay. Did not spend alot of time there, as we were there for a graduation, but it was very comfortable.
Private cottage rentals

Tranquil waterfront cottage
This Lakeside Retreat was a perfect weekend escape for two couples. In late September, we seemed to have the pond to ourselves and enjoyed sharing time around the firepit overlooking the lake. The Bathroom was spacious and one level up from the bedrooms downstairs. The kitchen had everything needed to prepare an excellent meal. I would highly recommend this cabin to a a small group of friends or family looking for a great location near Portland and Lake area attractions.Our host Bobbi was very responsive.

Old fashion neighborhood near the water.
This was my second time staying at the cottage, and I’m looking forward to going back .

Casco-Vista, Island Cottage
Loved staying here! Elizabeth was extremely responsive to any questions, it was in a perfect location and had a great view. Would happily stay here again!

Cheerful 1 Bedroom Cottage Steps From The Ocean
Charming little shack that was perfect for our family of three. Has all the basics, nice and clean, and ultimately a great stay. On our next trip that way we look forward to staying here again!

Classic Maine Beach Cottage, Steps to Pine Point !
Clean, cozy home just a walk to Pine Point Beach. Highly recommend.

Coastal Cottage in Falmouth Foreside
Amy’s place suited us perfectly — not far from my family in Portland, comfortable accommodation, furnished and decorated with flair, and best of all, a little beach down the street that we visited for our daily swim!

Driftwood Dreams Cottage
As we arrived there was a bottle of wine waiting for us! We so enjoyed sitting on the deck watching the tides and the eagles soaring above us, diving into the water to catch fish! We kayaked right off the property which was also super convenient and very beautiful. We had a lovely week at the cottage and thoroughly enjoyed its amenities. We would definitely recommend and return!

*River Rose Cottage* River I Tub I Fireplace
My friend and I stayed here for a girls weekend, and the place was so cute, spotless, and the hosts were so friendly and responsive. The location was also great and centrally located. We had a blast and would for sure stay here again!
Quick stats about cottage rentals in Portland
Total rentals
50 properties
Nightly prices starting at
$133 NZD before taxes and fees
Total number of reviews
3.2K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- York Harbor Beach
- Popham Beach State Park
- Long Beach
- Surfside Beach
- Long Sands Beach
- Pemaquid Beach
- Fox Ridge Golf Club
- Coastal Maine Botanical Gardens
- Wentworth by the Sea Country Club
- Cliff House Beach
- East End Beach
- Brunswick Golf Club
- Palace Playland
- Pemaquid Point Lighthouse
- Ferry Beach
- Funtown Splashtown USA
- Cranmore Mountain Resort
- Purity Spring Resort
- King Pine Ski Area
- Crescent Beach
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