Cottage holiday rentals in Portland

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Popular amenities for Portland cottage rentals

Cottage rentals with a hot tub

Superhost
Cottage in Wells
4.94 out of 5 average rating, 47 reviews

Make this family-friendly cottage your summer spot

NicoleRating, 5 stars9 months ago
Jessica was very communicative and her place was in a great location to access the area’s attractions. A comfortable home away from home. We enjoyed the pool and wish we had stayed longer. Thank you!
Top Guest favourite
Cottage in Wells
4.97 out of 5 average rating, 62 reviews

Freshly Renovated, Family-Friendly Coastal Cottage

JorgeRating, 5 stars2 days ago
My family and I loved staying at the Seaholly cottage. The beds were extremely comfortable and the cottage was decorated beautifully. Lexi was very considerate when stocking the bathroom with every toiletry you could possibly need. The cottage is in the perfect location and very close to beaches, shops, and restaurants. Highly recommend staying at the Seaholly Cottage! You won't be disappointed! My family and I can't wait to book with Lexi again. We had a great vacation!
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!
Top Guest favourite
Cottage in Wells
5 out of 5 average rating, 49 reviews

Paradise Found Minutes from Ogunquit | Heated Pool

JenniferRating, 5 stars2 days ago
I truly can’t say enough positives about Stephanie’s place! First, the cottage looks even better in person. Second, the little details make all the difference from the quick response time, welcome card and lobster bag, a very informative welcome binder, and a fully stocked home which when added together, felt like OUR home! Some who is walker bound, found the property to have comfort height counters and toilet in the bathroom, two anti slip step stools to get into the bed if you’re short like myself, and remotes for everything (including instructions to use everything in the binder). If you think you need it, Stephanie supplied it from board games, lobster pot, cocktail kit, to a crockpot and a Bose speaker in the kitchen. There was a rainy day so afternoon vacay naps listening to music was a vacation-like you can get! Only suggestion would be there are closets in the bedroom but they have shelves. There are no places for hanged clothing. Bring some hangers, use hooks on bathroom door!
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 stars6 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 Peaks Island
4.9 out of 5 average rating, 59 reviews

Porches @ Peaks Island

RachelRating, 5 stars3 weeks ago
We had such a great stay at Porches!! It was the perfect spot for a nice long weekend family getaway. We loved how close it was to the water and to town. We will be back again, I am sure!
Top Guest favourite
Cottage in Bridgton
4.96 out of 5 average rating, 26 reviews

Lake Front Cabin on Desirable Highland Lake

DougRating, 5 stars2 weeks ago
My wife and I stayed at John's place for a quick weekend trip but the house is large enough for several more with 5 additional beds plus some space in the living room for sleeping. Great location on the lake with amazing views and only about a mile and a half from downtown Bridgton with some shops and nice restaurants. The house was immaculate and had everything you need from kitchen accessories to towels to plenty of games and books. John was extremely responsive and I don't think I waited more than 30 minutes for the few back and forth messages we had. Definitely recommend!
Guest favourite
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!!
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 Wiscasset
4.88 out of 5 average rating, 276 reviews

Waterscape Cottage - private waterfront

EmilyRating, 5 stars1 day ago
Comfortable place and beautiful setting for a quick visit to Maine. Ann was very responsive and friendly throughout all correspondence. I would recommend this location to others looking for a quiet place that is also close to town.
Top Guest favourite
Cottage in Bridgton
4.9 out of 5 average rating, 240 reviews

Rustic Pebble Cottage in beautiful Bridgton, Maine

SandraRating, 5 stars3 weeks ago
This place has so much charm and makes you feel right at home. Cheryl baked cupcakes, put coffee, cream, milk, juice and Condiments as well as a well stocked kitchen and bathroom. I would highly recommend this cottage .
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

Guest favourite
Cottage in Scarborough
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!
Top Guest favourite
Cottage in West Gardiner
4.98 out of 5 average rating, 48 reviews

Waterfront cottage with spectacular sunset views!

AyaRating, 5 stars8 months ago
We stayed at the cottage for about a week in late September and it was a perfect spot to get away from it all. The house is on a serene pond with trees reflected on the water, classic Maine. The cottage was clean and well kept with most everything you’d need. It’s in a very quiet neighborhood, so not a party spot, which worked out fine for our quiet family. We’d consider coming back to visit family. Thank you for the comfortable stay!
Top Guest favourite
Cottage in Cornish
5 out of 5 average rating, 70 reviews

The Lil'house - A Mountain Top Modern Cottage

DanielleRating, 5 stars5 days ago
We absolutely loved our stay at Jane & Dan’s house. It was perfect. We felt so peaceful and relaxed during our time there. We thoroughly enjoyed sitting outside on the porch swing while the sun was setting watching the mountains, horses and sunset. Can’t wait to come back!
Superhost
Cottage in Scarborough
4.93 out of 5 average rating, 40 reviews

The Perfect Maine Cottage, Steps Pine Point Beach!

SusanRating, 5 stars8 months ago
We had an enjoyable stay in this cottage in Scarborough. It was very clean, light, and bright. The four rooms and bathroom are small but comfortable. The surrounding residential area is attractive. The beach is really lovely, and just beyond the houses on the other side of the street. We should have taken more advantage of walking along the beach as it is so quiet and peaceful, but we usually went out of the area on sight-seeing trips. It is convenient to Portland, and not too far a drive from other tourist areas both north and south. One thing to be aware of is that many Maine restaurants and attractions close for the season in mid-October, so at times it was difficult to find a good place to eat that was open. It is frequently not mentioned on their web-sites, so call and check first! Overall, we were quite pleased about our choice of this cottage. Thank you.
Guest favourite
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!
Superhost
Cottage in Brunswick
5 out of 5 average rating, 3 reviews

Driftwood Dreams Cottage

GailRating, 5 stars11 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!
Top Guest favourite
Cottage in Peaks Island
5 out of 5 average rating, 54 reviews

Classic Peaks Island Cottage - 5 min walk to Ferry

KatrinaRating, 5 stars3 weeks 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.

Quick stats about cottage rentals in Portland

  • Total rentals

    50 properties

  • Nightly prices starting at

    $124 AUD 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