House holiday rentals in Portland

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Popular amenities for house rentals in Portland

House rentals with a pool

Guest favourite
Home in Old Orchard Beach
5 out of 5 average rating, 33 reviews

Love OOB! NEW 3 BR, 2.5 BA Maine Home

LoriRating, 5 stars8 months ago
Heather’s place was by far the most well maintained and clean Airbnb our family has ever stayed in. She was responsive and kind with all our needs. The pool was conveniently located right across the road and a beautiful place to spend the warmer day. Walking to the OOB trolly, seafood restaurants and the best ice cream place we’ve visited yet. We look forward to making Heather’s place and a trip to the Maine coast an annual family vacation.
Guest favourite
Home in Old Orchard Beach
4.98 out of 5 average rating, 80 reviews

Faith Lane with community pool

MeghanRating, 5 stars7 months ago
Beautiful house! Lots of space and had everything you need for your visit. The community pool was great too. Very close to Portland and easy to get to other areas of Maine from the location. Jason was a great host and very responsive and helpful! Only minor complaint was mattresses upstairs were a little on the firm side but other than that the house was great!
Guest favourite
Home in Mechanic Falls
5 out of 5 average rating, 19 reviews

Lovely home with hot tub and pool

AngelicaRating, 5 stars6 months ago
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!
Top guest favourite
Home in Biddeford
5 out of 5 average rating, 27 reviews

Pool|HotTub|1Acr FencedYard|Firepit|Garden|PETS OK

AshleyRating, 5 stars7 months ago
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.
Superhost
Home in Wells
4.67 out of 5 average rating, 12 reviews

Stunning Beach House with an in-ground pool!

StephanieRating, 5 stars10 months ago
we stayed in this house years ago so we knew what to expect. again, it delivered! Coastline Vacation Rental was very well organized with reminders and easily reached by text. much more so than other rental companies. this was so appreciated. the kitchen well stocked for cooking and everything clean and ready to go. beds comfortable and we love the space for family to spread out or get together to play pingpong. highly recommend this property.
Guest favourite
Home in Wells
5 out of 5 average rating, 47 reviews

2BR, Sea & Relax w/ Wells Reserve View

BobbiRating, 5 stars6 months ago
Clean, quiet, and quaint cottage with everything we needed for a weekend getaway with our two kids.
Guest favourite
Home in Portland
4.95 out of 5 average rating, 122 reviews

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Kathleen AudreyRating, 5 stars2 weeks ago
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!
Guest favourite
Home in Portland
4.82 out of 5 average rating, 109 reviews

There's No Place Like Home

JeremyRating, 5 stars6 months ago
Kathi’s place was great! Super close to the Downtown Portland/Old Port area. Kathi was a great host, extremely responsive and genuinely nice, plus she even made my family and I some delicious blueberry muffins for our stay! Her instructions were clear and she made us feel right at home! Would definitely stay again whenever we’re in the area!

Weekly house rentals

Superhost
Home in Wells
5 out of 5 average rating, 6 reviews

175 feet from Wells Beach! Sleeps 12 4 BR/3BA

AprilRating, 5 stars32 months ago
Loved staying at Dustin's place. Easy going check in was a plus. The house was great, clean, easy to navigate. super hot water and great water pressure is always appreciated! The beach was so close, the arcade was walkable and or a quick bike ride. Having beach chairs available that I didn't have to pack up was a great add as well. We will definitely be back!-
Top guest favourite
Home in Bridgton
5 out of 5 average rating, 19 reviews

Cozy Knights Hill Home

KellyRating, 5 stars1 month ago
We had a great stay at the house. Chris and Nadine were very responsive and helpful with information. The house is so comfortable in terms of layout and has everything you need. We enjoyed sitting by the fire and relaxing at the end of the day. Would highly recommend this home if you are staying in the area.
Guest favourite
Home in Wells
5 out of 5 average rating, 13 reviews

Wells Maine Year Round Rental

JerineRating, 5 stars1 month ago
great stay, had everything we needed and located in a central location for everything we did on our trip!
Superhost
Home in Wells
4.88 out of 5 average rating, 34 reviews

2 BDR| Fenced in Yard| Hot Tub| Bring your pup

GeorgeRating, 5 stars6 months ago
Actually rented both units A & B of this property for my wife's birthday to have some room for additional family (surprise). Unit A was awesome! 2 beds and a bath, BIG kitchen that had everything you would need, dog friendly with a fenced in yard which is always a plus, super comfortable living room/dining room combo that had plenty of room for everyone to gather, private courtyard (shared with unit B) with room for outdoor dining and a grill PLUS hot tub! I could go on but to summarize, it was perfect for our plans. The addition of unit B gave us the whole place and I couldn't be more pleased! Centrally located. Anywhere we wanted to explore, from Kennebunkport to Ogunquit and beyond, was never more than 20 - 30 minutes away. Even the neighbors were amazing (friendly)! 100% I would (and plan to) stay here again!
Top guest favourite
Home in Biddeford
4.98 out of 5 average rating, 53 reviews

Hills Beach UNE 3-4 brs oceanview 50 steps 2 beach

LewisRating, 5 stars2 months ago
Fabulous; lovely place, close to the beach, good internet, nice amenities.
Guest favourite
Home in Brunswick
4.98 out of 5 average rating, 50 reviews

Oceanfront, Mere Point year round home Brunswick

E ThomasRating, 5 stars7 months ago
Loved the layout of the house. Great kitchen and master bedroom. Master bath a little cramped. Enjoyed the view and outdoor seating.
Guest favourite
Home in Naples
4.72 out of 5 average rating, 18 reviews

Pinecrest Lakefront, Private 1 Bedroom

DustinRating, 5 stars1 month ago
Wonderful place to stay, absolutely immaculate and pristine.
Superhost
Home in Old Orchard Beach
4.93 out of 5 average rating, 67 reviews

6 Bedroom Loft style Beach House in Old Orchard

RoxanneRating, 5 stars7 months ago
John We absolutely love your space. It was a five star experience for sure we would love to come back. The location was perfect and the amount of room was great for a family. The Pac-Man game & sand toys were absolutely spectacular and the little kiddos loved them. Thank you for your time & attention. Gracious Host for sure! Thank you for sharing your home with us !! Roxanne

Private house rentals

Guest favourite
Home in Wells
4.99 out of 5 average rating, 78 reviews

Beach Home w/ Exclusive privacy in Southern Maine

JordanRating, 5 stars2 months ago
We had a wonderful time in Wells! An absolutely beautiful home with every amenity! Sharon was responsive, kind, and flexible with our stay. We enjoyed cooking and watching the Super Bowl in the amazing home theater! Do not miss out on this fantastic listing!
Top guest favourite
Home in Wells
4.94 out of 5 average rating, 72 reviews

Beautiful House to Relax & Enjoy the Quiet!

NinoRating, 5 stars7 months ago
We had a wonderful stay. The house was very nice and all accommodations were met and exceeded. We cooked dinner in the kitchen two of the nights we were there and found everything we needed very easily. Everything was very clean and well taken care of, yet felt extremely homey and welcoming! The fire pit and outdoor bar were an amazing benefit, the whole back/front yards and patios in general were amazing. It’s safe to say we truly enjoyed our time in this home and will be checking here first next time we come! Highly recommended stay!
Guest favourite
Home in Naples
4.99 out of 5 average rating, 115 reviews

LUX Designer Private Waterfront

AndrewRating, 5 stars1 week ago
This place was a small slice of peaceful serenity, exactly as described and pictured. It was immaculately kept, feeling brand new. The kitchen had a pleasant "pay it forward" vibe with items left by previous guests, which made it easy to contribute for future visitors. Although the house got cold on a snowy day (as others noted), one of the provided space heaters quickly warmed it to a comfortable temperature. I would definitely return for another peaceful weekend, and I imagine it would be even more amazing in the fall or summer.
Guest favourite
Home in Wells
5 out of 5 average rating, 26 reviews

Updated 2 Bedroom Private House near beaches

AnnemarieRating, 5 stars6 months ago
We had a great stay in Tara's home. It is located in a quiet neighborhood and is close to our favorite towns- Ogunquit and Kennebunkport. We had plenty of room for the four of us. We loved the outside spaces and the open floor plan. Tara was very easy to communicate with and very responsive. The instructions for check in and check out were very clear. We hope to return in the future!
Top guest favourite
Home in Yarmouth
4.92 out of 5 average rating, 532 reviews

Beautiful Coastal Maine Getaway

AmandaRating, 5 stars1 week ago
Beautiful house that actually felt like a home! Randy was also very helpful and responsive. Kitchen and bathrooms were well stocked with everything we needed. Great experience overall!
Guest favourite
Home in Phippsburg
4.93 out of 5 average rating, 262 reviews

Classic Maine, Modern Comfort

JeanaRating, 5 stars3 weeks ago
We had a wonderful stay at this Maine house--Barb, the property manager was incredibly responsive, helped with a heating issue while we were there and had the repairs done same day--The house was well equipped with everything you need for a family getaway at the beach! puzzles and games galore, kitchen was fully stocked with everything needed for family meals (including lobster cooking essentials--bibs, crackers, steam pots) Great little fire pit out front which we enjoyed, and fenced in back yard area so pets or kids can be safely contained :) Linens, towels, all clean and provided--truly a wonderful home away from home, perfect for our family trip to the beach!
Guest favourite
Home in Harrison
4.91 out of 5 average rating, 32 reviews

Irish Chalet Home near Long Lake

GingerRating, 5 stars1 month ago
We had such a nice stay at the Irish Chalet! The place is even nicer than the pictures. There’s so much space to relax, and our large group really enjoyed ourselves. Also very grateful that it is dog friendly. We will definitely be back!
Top guest favourite
Home in East End
4.98 out of 5 average rating, 170 reviews

Modern & Sunny East End House. Private Parking!

MahasidhdhiRating, 5 stars1 week ago
Our family of four thoroughly enjoyed our stay at Jennifer’s! She was so kind to provide a pack & play for our baby and send over a long list of family friendly restaurant recommendations. We used many of her suggestions. Very comfortable stay in a beautiful sunny home!

Quick stats about house rentals in Portland

  • Total rentals

    430 properties

  • Total number of reviews

    25K reviews

  • Family-friendly rentals

    330 properties are a good fit for families

  • Pet-friendly rentals

    140 properties allow pets

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    210 properties have a dedicated workspace

Destinations to explore

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  3. Maine
  4. Cumberland County
  5. Portland
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