Cottage holiday rentals in Portland

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Popular amenities for Portland cottage rentals

Cottage rentals with a hot tub

Top Guest favourite
Cottage in Wells
4.97 out of 5 average rating, 61 reviews

Freshly Renovated, Family-Friendly Coastal Cottage

TaylorRating, 5 stars9 months ago
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.
Superhost
Cottage in Limerick
4.78 out of 5 average rating, 68 reviews

Maine Lakehouse, 3 Bedrooms, 2 baths, waterfront

ShannonRating, 5 stars1 week ago
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!
Superhost
Cottage in Wells
4.88 out of 5 average rating, 42 reviews

Beach Dreaming

ArtemRating, 5 stars7 months ago
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.
Top Guest favourite
Cottage in Wells
5 out of 5 average rating, 48 reviews

Paradise Found Minutes from Ogunquit | Heated Pool

NatalieRating, 5 stars1 week ago
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!
Guest favourite
Cottage in Kennebunk
4.92 out of 5 average rating, 25 reviews

Fully Renovated/4min to K-port/HotTub/Game Room

Maverick & MichelleRating, 5 stars3 weeks ago
Great clean air bnb. Accurately as described.. looks good in photos but even better in-person. Bed was comfortable. Would rent their properties again.
Guest favourite
Cottage in Wells
4.94 out of 5 average rating, 16 reviews

Beautifully renovated 2-bedroom cottage

LisaRating, 5 stars9 months ago
Everything was so perfect !! thank you for hosting us !!
Superhost
Cottage in Casco
4.88 out of 5 average rating, 24 reviews

Waterfront Getaway w/ Private Sandy Beach

RileyRating, 5 stars1 month ago
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.
Guest favourite
Cottage in Wells
4.93 out of 5 average rating, 45 reviews

Cottage in Wells Maine

DavidRating, 5 stars3 days ago
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

Guest favourite
Cottage in Popham Beach
4.79 out of 5 average rating, 145 reviews

Popham - Aslan Beach House!

SophieRating, 5 stars9 months ago
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!!
Top Guest favourite
Cottage in Waterford
4.99 out of 5 average rating, 145 reviews

Tall Pines Hideaway

JessRating, 5 stars1 week ago
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
Guest favourite
Cottage in Woolwich
4.92 out of 5 average rating, 183 reviews

Pet Friendly Audubon Bring Your Fishing Gear!

ErinRating, 5 stars1 week ago
Beautiful setting and peaceful. Great place to rest and relax. Easy access to town and restaurants. Will definitely return!
Guest favourite
Cottage in Harpswell
4.95 out of 5 average rating, 64 reviews

Private oceanfront cottage, great views, and float

TimRating, 5 stars3 weeks ago
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.
Guest favourite
Cottage in Gray
4.91 out of 5 average rating, 213 reviews

Sunset Haven - Little Sebago Lake

TiffanyRating, 5 stars2 weeks ago
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.
Superhost
Cottage in Cape Neddick
4.77 out of 5 average rating, 301 reviews

Sweet cottage in quiet convenient coastal setting.

ElizabethRating, 5 stars6 days ago
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.
Guest favourite
Cottage in Bridgton
4.9 out of 5 average rating, 239 reviews

Rustic Pebble Cottage in beautiful Bridgton, Maine

AmyRating, 5 stars1 month ago
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.
Guest favourite
Cottage in Harpswell
4.91 out of 5 average rating, 206 reviews

H and K Cove View Cottage LLC

MelanieRating, 5 stars3 weeks ago
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

Superhost
Cottage in Windham
4.91 out of 5 average rating, 86 reviews

Tranquil waterfront cottage

Jo-AnnRating, 5 stars8 months ago
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.
Top Guest favourite
Cottage in Harpswell
4.96 out of 5 average rating, 47 reviews

Old fashion neighborhood near the water.

CharlyneRating, 5 stars6 days ago
This was my second time staying at the cottage, and I’m looking forward to going back .
Top Guest favourite
Cottage in Peaks Island
5 out of 5 average rating, 11 reviews

Casco-Vista, Island Cottage

LindseyRating, 5 stars9 months ago
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!
Guest favourite
Cottage in Pine Point
4.89 out of 5 average rating, 44 reviews

Cheerful 1 Bedroom Cottage Steps From The Ocean

TreyRating, 5 stars2 weeks ago
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!
Guest favourite
Cottage in Pine Point
4.93 out of 5 average rating, 43 reviews

Classic Maine Beach Cottage, Steps to Pine Point !

PatriciaRating, 5 stars9 months ago
Clean, cozy home just a walk to Pine Point Beach. Highly recommend.
Guest favourite
Cottage in Falmouth Foreside
4.91 out of 5 average rating, 35 reviews

Coastal Cottage in Falmouth Foreside

MarthaRating, 5 stars9 months ago
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!
Superhost
Cottage in Brunswick
5 out of 5 average rating, 3 reviews

Driftwood Dreams Cottage

GailRating, 5 stars10 months ago
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!
Top Guest favourite
Cottage in Kennebunk
5 out of 5 average rating, 52 reviews

*River Rose Cottage* River I Tub I Fireplace

KathrynRating, 5 stars3 weeks ago
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

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Cumberland County
  5. Portland
  6. Cottage rentals