House holiday rentals in Harpswell

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Popular amenities for house rentals in Harpswell

House rentals with a pool

Guest favourite
Home in Sebago
5 out of 5 average rating, 18 reviews

Treehouse Farm - Sebago

HollyRating, 5 stars1 month ago
Great backyard with a pool, hot tub, fire pit and privacy with the woods.
Superhost
Home in Windham
5 out of 5 average rating, 5 reviews

Nature, Pool, Hot tub&Lakes! Mins to Sebago &More

KimRating, 5 stars2 weeks ago
We would 100% recommend Dina’s place to ANYONE (and we hope to be back)! The place is beautiful and would accommodate a small to large family. The pool and hot tub are incredibly nice and peaceful surrounded by trees. The furniture is incredibly comfortable and the kitchen great to use. Dina is also incredibly thoughtful and quick with her replies. We got a little turned around arriving at night (the GPS lead us up the road a bit), but we found it!
Guest favourite
Home in Mechanic Falls
5 out of 5 average rating, 19 reviews

Lovely home with hot tub and pool

AngelicaRating, 5 stars8 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!
Guest favourite
Home in Biddeford
4.97 out of 5 average rating, 32 reviews

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

Morgon-AshliRating, 5 stars1 week ago
Gorgeous house, peaceful area, a great back deck with pool and hot tub! Jey was a great host, very helpful and quick response time. The house was very clean and put together. I would totally recommend staying at jeys house!!
Guest favourite
Home in Portland
4.95 out of 5 average rating, 127 reviews

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

IrmaRating, 5 stars2 weeks ago
Angela’s place was wonderful! Very cozy, clean and comfortable, well stocked, close to downtown Portland. Snacks was a nice touch! Angela was very responsive. Hope to come back soon!
Guest favourite
Home in Portland
4.82 out of 5 average rating, 110 reviews

There's No Place Like Home

JeremyRating, 5 stars8 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!
Superhost
Home in Harrison
4.9 out of 5 average rating, 307 reviews

Riverfront Luxury in the woods, Million $ Views.

AdamRating, 5 stars1 week ago
Property had amazing views. Inside was beautiful and very clean. Pond and river was nice. Host was quick with any question we had. would recommend.10/10
Top guest favourite
Home in Old Orchard Beach
5 out of 5 average rating, 108 reviews

OOB Oasis - 5BR private Retreat w/ Pool

JohnRating, 5 stars3 weeks ago
Great house! Very spacious, plenty of bathrooms, and fantastic location. Very easy to communicate with the owners and check in/out was simple. My minor only critique is that we wish the grill were a bit bigger and nicer. We wanted to grill one day, but we were a little disappointed and unable to do so due to the grill quality. Would definitely stay again!

Weekly house rentals

Superhost
Home in Boothbay
5 out of 5 average rating, 4 reviews

Seaside Cottage with Ocean Views

TimothyRating, 5 stars8 months ago
Wonderful quiet place to relax for a Fall weekend. You feel right over the water. Accommodations cozy and comfortable. Will plan to return!
Top guest favourite
Home in Biddeford
5 out of 5 average rating, 5 reviews

Bluebell Cottage Beach Vacation

KeithRating, 5 stars1 week ago
Would definitely stay here again. Was really a first class space that made our family feel very relaxed.
Top guest favourite
Home in Freeport
5 out of 5 average rating, 47 reviews

Waterfront Cottage in Freeport

BrianRating, 5 stars2 weeks ago
Beautiful location on the water with stunning views, tranquil and peaceful with plenty of osprey and bald eagle sightings (there is a nest across the bay on Pettingill Island visible from the property). The house is very well-appointed and well-decorated. Irena was very communicative and responsive, and the house directions are clear and complete. We would stay there again. Thank you!
Top guest favourite
Home in Harpswell
4.94 out of 5 average rating, 33 reviews

Great Island Oasis

AprilRating, 5 stars2 weeks ago
What a wonderful location for our family to celebrate Bowdoin Class of 2025! Rob's house was beautiful, peaceful, and plenty of room for our family. We loved having a bedroom on the first floor for elderly parents. The dining room table was a favorite gathering spot to visit with family. Unfortunately the weather was rainy and we were not able to take advantage of the beautiful gardens and outdoor space. We LOVED watching the robins nest from the living room window - so fun to see the babies! Thank you Rob for being a great host and so responsive to any questions we had.
Guest favourite
Home in Harpswell
4.94 out of 5 average rating, 54 reviews

Maine Ocean Waterfront - Family, Rustic Getaway!

AndrewRating, 5 stars4 days ago
Chip was an amazingly gracious and friendly house, with a house to be a great place for a true Maine Vacation! With amazing views and tons of great recommendations and information from Chip, it made our trip top notch. With plenty of yard space, amazing views over Casco Bay and sunsets that you could only dream of, this place really highlights why Maine is my little slice of heaven. Chip’s very detailed instructions made our stay amazing and helped us out immensely! With no shortage of sites or things to do, this is a great place for your next vacation!
Guest favourite
Home in St. George
4.91 out of 5 average rating, 34 reviews

Unique Octagonal House with Private Beach!

SamRating, 5 stars1 month ago
Simply magical! Cozy and fun space. We enjoyed watching eagles and ospreys fish, seals pop their heads up, and even an adorable family of foxes from the comfort of the living room! Kitchen had all necessities for cooking most meals at home. A nice trail for walking down the road and an awesome beach where the kids threw stones and searched for seaglass each afternoon. We were all sad to leave!
Top guest favourite
Home in Cumberland
4.98 out of 5 average rating, 56 reviews

Water views, privacy, decks, minutes to Portland

JamaRating, 5 stars4 days ago
What a beautiful spot for a lovely weekend with friends. We enjoyed the contrast of exploring Portland, with the 15 min. escape back to this peaceful and beautiful home. This spot has everything you need, is comfortable for a group, and allows you to soak up the natural surroundings and space without being too much of a car ride away from the amazing city that is Portland. Would definitely stay again or even move in if I could :)
Superhost
Home in Phippsburg
5 out of 5 average rating, 4 reviews

House 18 minutes to Popham 9 minutes to Bath

TylerJaikRating, 5 starstoday
This place has all the comforts of home and then some. Very thoughtful amenities including a smart TV, a turntable with a small eclectic vinyl collection, and indoor and outdoor games. Every room having lightswitches with dimmers and the separate climate control units in each bedroom were great! With beach gear available for a quick drive down to Popham and being able to bring the outdoors indoors by opening up the two retractable doors on the first floor were fantastic! Alina and Brian are very communicative and accommodating. We will certainly be staying here again for our next trip.

Private house rentals

Superhost
Home in Freeport
4.8 out of 5 average rating, 35 reviews

Amazing location! Cheerful home near LL Bean

EmilyRating, 5 stars8 months ago
Such a lovely, cozy spot! We stayed for two nights with toddlers and our dog and everyone was very happy there.
Home in Harpswell

Cricket Lodge

LilyRating, 5 stars2 weeks ago
What a beautiful house and location! We feel so lucky that we found the Cricket Lodge. Nikoline was a lovely and responsive host, and the home was even more charming in person. My friends and I are already talking about trying to plan a trip back. Thank you so much!
Home in Harpswell
4.81 out of 5 average rating, 140 reviews

Beautiful Designer's Hideaway on the Maine coast!

TheaRating, 5 stars3 weeks ago
The house was exactly like the photos, beautiful views of the water and lovely and thoughtful interiors. The neighborhood was very quiet and peaceful. It rained when we were there, but we got to try out the Harpswell Schoolhouse Restaurant (highly recommend) and ventured into Brunswick to shop. The other reviews are accurate regarding the lower water pressure, but it wasn't a dealbreaker for us. Very cozy and comfortable all around!
Guest favourite
Home in Harpswell
5 out of 5 average rating, 7 reviews

Coastal Home away from Home

TerriRating, 5 stars2 weeks ago
This is an absolutely beautiful home! It was very comfortable and had an amazing view from the back porch. The home was very clean and had all of the amenities that we needed. Kathryn was extremely responsive to all of our questions and needs. We would most definitely stay here again if we travel back to the area.
Guest favourite
Home in Southport
4.95 out of 5 average rating, 21 reviews

Boothbay area architectural gem

KatiRating, 5 stars1 week ago
Very bright and modern home with comfy beds and plenty of space. It was close to our wedding venue and we had a wonderful time. Hosts were responsive when needed.
Guest favourite
Home in Phippsburg
4.97 out of 5 average rating, 88 reviews

Private Oceanfront Home 🔆2 min to Popham ✔️Hot Tub

PeggyRating, 5 stars2 weeks ago
We loved staying at this cabin near Popham beach, the house was beautifully renovated. The renovation kept the cabin feel, yet at the same time felt updated and modern. I'd stay there again in a heartbeat.
Guest favourite
Home in Georgetown
4.94 out of 5 average rating, 48 reviews

Cute Maine Cottage: Woods & Water View

ColinRating, 5 stars6 months ago
My family and I spent a gorgeous Thanksgiving holiday at this home. The kitchen was extremely well-equipped, and the house was beautiful, spotless, well-maintained, and felt very homey. We also appreciated the clear instructions for using all the household amenities and systems. Wonderful views from the living room, and such a stunning drive into the area where this home is located. We plan on booking again!
Superhost
Home in Brunswick
4.73 out of 5 average rating, 15 reviews

Brunswick Lux 4BR Sunset River Views 4Acres Lawn

BrianRating, 5 stars2 weeks ago
wanna thanks my host the house was so clean and so peaceful ✌️ good location everything perfect

Quick stats about house rentals in Harpswell

  • Total rentals

    170 properties

  • Nightly prices starting at

    ₹5,165 before taxes and fees

  • Total number of reviews

    2.9K reviews

  • Family-friendly rentals

    150 properties are a good fit for families

  • Pet-friendly rentals

    70 properties allow pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Cumberland County
  5. Harpswell
  6. House rentals