Cottage vacation rentals in Portland

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Popular amenities for Portland cottage rentals

Cottage rentals with a hot tub

Top guest favorite
Cottage in Wells
4.97 out of 5 average rating, 61 reviews

Freshly Renovated, Family-Friendly Coastal Cottage

TaylorRating, 5 stars8 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, 67 reviews

Maine Lakehouse, 3 Bedrooms, 2 baths, waterfront

SarahRating, 5 stars1 week ago
Cute little camp with privacy and great waterfront access. Very nice!! :)
Guest favorite
Cottage in Wells
4.9 out of 5 average rating, 58 reviews

Cozy beach cottage with pool & hot tub

PeggyRating, 5 stars9 months ago
Lovely one night stay at this sweet little cottage! Grounds are well-kept, enjoyed morning coffee on the front porch. AC kept it nice and cool. Convenient location close to a great donut shop- Congdon’s and our favorite ice scream spot- Scoop Deck. Chloe is a gracious host and even granted us a late check-out!
Top guest favorite
Cottage in Wells
5 out of 5 average rating, 48 reviews

Paradise Found Minutes from Ogunquit | Heated Pool

NatalieRating, 5 starstoday
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 favorite
Cottage in Wells
5 out of 5 average rating, 25 reviews

Contemporary Cottage With Ocean View 28

AntoniaRating, 5 stars10 months ago
Very comfortable for my family of 4. Enjoyed all the seafood within a short drive. The shore is beautiful and near by. The pool and jacuzzi were beautiful.
Guest favorite
Cottage in Kennebunk
4.92 out of 5 average rating, 24 reviews

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

Maverick & MichelleRating, 5 stars2 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.
Superhost
Cottage in Casco
4.87 out of 5 average rating, 23 reviews

Waterfront Getaway w/ Private Sandy Beach

RileyRating, 5 stars3 weeks 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 favorite
Cottage in Wells
4.93 out of 5 average rating, 43 reviews

Cottage in Wells Maine

KaylaRating, 5 stars1 week ago
We had a wonderful stay here and highly recommend it! The location is great, as it’s close to plenty of restaurants and stores. We were even able to walk to get breakfast and dinner. The space itself was much larger than we expected and very clean. The kitchen had everything we needed and we even had snacks, waters, and coffee left for us! The highlight for my 2 year old was the pirate ship playground. We also loved having access to picnic tables. We got takeout and enjoyed eating outdoors. We did not use the outside grill but that is a great addition and we would have used if we stayed longer. The host was very helpful and accommodating. They offered early check in and check out and gave very clear instructions on how to get in. I would not hesitate to return in the future!

Cottage rentals with free parking

Superhost
Cottage in Windham
4.91 out of 5 average rating, 85 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 favorite
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 favorite
Cottage in Scarborough
4.89 out of 5 average rating, 44 reviews

Cheerful 1 Bedroom Cottage Steps From The Ocean

TreyRating, 5 stars1 week 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!
Top guest favorite
Cottage in Cornish
5 out of 5 average rating, 69 reviews

The Lil'house - A Mountain Top Modern Cottage

MatthewRating, 5 stars7 months ago
Dan and Jane have a beautiful home. They were extremely kind and I can’t thank them enough for allowing me and the kids to meet their horses. It is a wonderful property on a serene landscape. The pictures don’t do it justice. We will certainly be back.
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!
Guest favorite
Cottage in Kennebunk
5 out of 5 average rating, 51 reviews

*River Rose Cottage* River I Tub I Fireplace

TaraRating, 5 stars1 month ago
This was our second stay at River Rose. We absolutely love how quiet and welcoming it is. Jen makes check in a breeze and communicates well. The cottage has everything you need and the small touches are always thoughtful and tastefully done. We can’t wait to come back.
Top guest favorite
Cottage in Peaks Island
5 out of 5 average rating, 54 reviews

Classic Peaks Island Cottage - 5 min walk to Ferry

KatrinaRating, 5 stars1 week ago
We had a great time in Danika’s cottage! The space was perfect for a friends’ weekend, and we especially loved hanging out in the yard. We were within walking distance of shops, restaurants, and even a few rummage sales! The home was clean, beautifully updated, and full of character and charm.
Top guest favorite
Cottage in Harpswell
4.96 out of 5 average rating, 24 reviews

Oceanfront Serenity – Stargaze & Unwind-

RyanRating, 5 stars7 months ago
We had an unforgettable stay at this charming oceanfront cottage! From watching bald eagles soar overhead to seeing seals swim by, the wildlife alone made it an incredible experience. On one particularly clear night, we were even lucky enough to catch the northern lights—truly magical! We also took advantage of the fully stocked kitchen. We were able to cook fresh lobster outside, which tasted even better with the stunning 180-degree ocean views as our backdrop. Nestled in a quiet neighborhood on a quaint island road, this home is the perfect getaway. The bright and open kitchen flows seamlessly into a cozy living room that leads to a large deck. We were treated to breathtaking sunrises from the living room each morning—a truly spectacular way to start the day. Whether it was sipping coffee in the morning or enjoying an evening drink, the deck was the ideal spot to soak in the peaceful surroundings. Ryan and Sharon

Family-friendly cottage rentals

Guest favorite
Cottage in Phippsburg
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!!
Guest favorite
Cottage in Falmouth
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!
Guest favorite
Cottage in Scarborough
4.87 out of 5 average rating, 106 reviews

2 Bedroom Pine Point Beach Cottage

LynnRating, 5 stars9 months ago
The cottage was very comfortable. While there were many other houses/cottages on the street, it was fairly quiet (especially after Labor Day!), the walk to the beach was easily accessable, the salt marsh behind us was full of egret activity and very relaxing to just sit and watch the natural habitat. We had a wonderfully relaxing week, enjoyed the seafood and went on a couple daytrips to see lighthouses. A great vacation - just what we had hoped for!!!
Guest favorite
Cottage in Gray
4.91 out of 5 average rating, 212 reviews

Sunset Haven - Little Sebago Lake

BrettRating, 5 stars4 weeks ago
second year in a row staying here and looking forward to our next trip back! Another amazing stay
Top guest favorite
Cottage in Raymond
5 out of 5 average rating, 84 reviews

Lovely Lakefront Cottage - Book Your Fall GetAway!

LeslieRating, 5 stars1 week ago
Wow what a spot!!! Kristen thought of everything to make our family’s stay so comfortable. Tastefully decorated. Amenities abound. Spotless! It was so peaceful having morning coffee or relaxing around the campfire with the gorgeous backdrop of Panther Pond and the symphony of the loons. Kristen is a highly responsive host who wants your stay to be perfect. Communication was excellent. We cannot recommend this hidden gem more highly!
Superhost
Cottage in Wells
4.88 out of 5 average rating, 104 reviews

The Relax Shack

AyaanRating, 5 stars4 weeks ago
It was one of the best trips I have ever taken . Amy and Ned were super friendly- Amy even drove up to us at night to check on a slight problem the refrigerator was giving. The house was breathtaking and I would 1000000% go back and choose the same place! Thank you guys so much!!
Guest favorite
Cottage in Scarborough
4.93 out of 5 average rating, 30 reviews

2 Bedroom Cottage - Walk to the beach in 2 minutes

RachelRating, 5 stars2 weeks ago
Location location location. Just a short walk down the street to Higgens Beach. The house was so cute and comfortable. Felt very relaxed and definitely will be back! Geoffrey was a great host and responded quickly when we reached out. Did not want to leave.
Guest favorite
Cottage in Kennebunkport
4.97 out of 5 average rating, 76 reviews

Minnow Cottage in town, Kennebunkport

MarthaRating, 5 stars6 months ago
Fabulous location! Really couldn’t be any closer to downtown. Place was bigger than it looked in pictures. Super comfortable. Fabulous views!!

Quick stats about cottage rentals in Portland

  • Total rentals

    50 properties

  • Nightly prices starting at

    G$16,786 GYD 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

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