Vacation rentals with a pool in Boothbay Harbor

Find and book unique homes with a pool on Airbnb

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Popular amenities for Boothbay Harbor rentals with a pool

House rentals with a pool

Guest favorite
Home in Old Orchard Beach
4.98 out of 5 average rating, 41 reviews

Upscale OOB Beach House | Seasonal Heated Pool

BonnieRating, 5 stars1 week ago
This was the perfect home base for exploring various parts of the Maine coast. Beds were comfy, and each room had a wall unit to make it the temperature you like. Our kids loved being upstairs in the 3 beds room and having their own space. WiFi worked great, and that was with 7 of us on it doing various things - adults working, kids streaming. Would definitely stay here again.
Superhost
Home in Windham
5 out of 5 average rating, 5 reviews

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

KimRating, 5 stars3 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 favorite
Home in Liberty
4.91 out of 5 average rating, 75 reviews

Luxe Liberty: Getaway with Heated Indoor Pool!

WendyRating, 5 stars1 week ago
this was the 3rd time our family has stayed,again we had a fantastic time! We chose to return due to the great space, a fabulous indoor pool, great kitchen and an amazing view. Great attention to details, comfortable for large families or groups and peaceful for just 2.
Guest favorite
Home in Biddeford
4.97 out of 5 average rating, 34 reviews

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

JennaRating, 5 starstoday
The house was spotless and centrally located for what we wanted to do in southern Maine. It was well stocked with quality toilet paper, napkins and Kleenex. We had plenty of towels for the hot tub and pool. It is updated and well taken care of. The hosts were extremely helpful and we didn’t see them at all, so the place felt very private. This was an amazing house and our kids had so much fun in the pool and playing corn hole on the large deck. Would recommend this house for families and couples in a heartbeat!
Superhost
Home in Stonington
4.95 out of 5 average rating, 20 reviews

The Boathouse at Spruce Harbor

Janette Is pronounced as YanetteRating, 5 stars9 months ago
My return visit to the Boathouse was even lovelier than I hoped it would be. The location can't be matched by anything else I've seen. I enjoyed a September visit with my dog and was lucky to have pristine weather. I lived a very simple and healthy outdoors life and came home the better for it. The Boathouse is true to its description: it is simple and rustic and uncomplicated but well-equipped, and is perfect for one-and-dog, or for two people. A little coming-and-going from the neighboring houses meant that I didn't feel isolated. Margaret is truly an exceptional and friendly host who communicates promptly and clearly. I almost hesitate to share "my" Boathouse location with too many of my back-home friends because it feels so intimate and special. I already want to be back there. I offer my deep thanks to Margaret and to the place that I could - briefly - call home.
Guest favorite
Home in Wells
5 out of 5 average rating, 51 reviews

2BR, Sea & Relax w/ Wells Reserve View

SamiraRating, 5 stars3 weeks ago
Jordanna’s place was beautiful and cozy! Perfect for a small family or girls trip up to 3 people. Place was spotless, lots to do in the area and will close proximity to Ogunquit and Kennebunkport. Would go back anytime!
Guest favorite
Home in Bethel
5 out of 5 average rating, 12 reviews

SummerFun! NEW Pool, JungleGym, Dome, HotTub&Sauna

MagnifiqueRating, 5 stars1 month ago
We had the most incredible stay at Spruce Mountain Manor! The views were absolutely breathtaking—those expansive windows made it feel like we were on top of the world. Every detail of the home was thoughtfully designed, from the stunning décor to the warm, welcoming ambiance that made us feel right at home. Tanya was a phenomenal host—kind, responsive, and attentive to every question or need we had. Her hospitality truly made our three-day stay seamless and special. Spruce Mountain Manor is absolutely worth every penny, and we’re already looking forward to returning once the pool, jungle gym, and putting green are completed. It was an unforgettable experience and made my birthday celebration one of the most memorable yet. My entire family was in awe—thank you, Tanya, for helping create such lasting memories!
Superhost
Home in Arundel
5 out of 5 average rating, 3 reviews

Spectacular 3 Bed Resort Cottage

RebeccaRating, 5 stars10 months ago
Beautiful home in a quiet, family-friendly community. We loved being able to walk up to the pool and play in the game room in the main clubhouse area. The house is a short drive to downtown Kennebunkport and local beaches. It is a quick 30 minute drive up to Portland. Our daughter loved sleeping in the private bedroom upstairs. The kitchen was fully stocked with appliances. The space was immaculate when we arrived. Steve was responsive to any needs we had during our stay. A great find!

Condo rentals with a pool

Top guest favorite
Condo in Wells
4.97 out of 5 average rating, 31 reviews

Cozy Beach Condo in Wells - Hot Tub & Pool!

ChelseaRating, 5 stars2 days ago
Kathleen’s Airbnb has quite literally everything that you need. We have stayed in airbnbs before but none compare to the amenities she had. The welcome note and snacks was greatly appreciated! She was amazing with communication and had a binder at her Airbnb with reccomendations and rules which was very helpful. Definitely a great place to stay !
Superhost
Condo in Ogunquit
4.67 out of 5 average rating, 3 reviews

Footbridge Escape A Comfy Condo w/ Pool, the Beac

JimRating, 5 stars20 months ago
Great location -- perfect for a "work away from home" week or an autumn visit -- hosts four adults super comfortably, location is great. Third year in a row and we always come back to here!
Superhost
Condo in Ogunquit
5 out of 5 average rating, 3 reviews

Ogunquit one bedroom walk to beach

MimiRating, 5 stars11 months ago
Great location and spacious one bedroom suite with hot tub! InnSeason Resorts is not in downtown Ogunquit but we walked there in about 20 minutes, which we didnt mind. Footbridge Beach is less than a 10 minute walk away. There are many restaurants, shops and markets close by mostly by car but also two restaurants right next to the resort! I didn’t expect such a spacious place. The bedroom is large with a king size bed and ensuite hot tub and sink (the bathroom has its own sink as well). The kitchen has everything one can possibly need with a one burner portable stove. Katy was super responsive and helpful. The staff at the resort are also wonderful and accommadating. I highly recommend this for couples and parents with one or two kids!
Guest favorite
Condo in Wells
4.85 out of 5 average rating, 187 reviews

Two-Bedroom Condo on the Wells/Ogunquit town-line

SusanRating, 5 stars1 week ago
Christopher was a helpful host and his place was perfect! Clean, fully stocked, great location. It was close to lots of beaches and restaurants and the pool was great for the little ones
Guest favorite
Condo in Hanover
4.87 out of 5 average rating, 63 reviews

6 miles from Sunday River with heated outdoor pool

CarmineRating, 5 stars3 months ago
Easy quick getaway for ski/snowboard trip
Guest favorite
Condo in Wells
4.91 out of 5 average rating, 92 reviews

Starfish Condo Wells Beach

WendyRating, 5 stars1 month ago
This was a great find and enjoyed our 3 week there - We got to meet a few neighbors, and they were very nice as well - Very close to restaurants and Wells Beach - WIFI worked great as I work from home and the tip about leaving the second car at the Wells Transportation Center helped a lot ! Danielle was great with communication and rules - We would stay here again
Guest favorite
Condo in Damariscotta
4.96 out of 5 average rating, 47 reviews

Lovely 2 bedroom riverside condo with pool

AnnaRating, 5 stars8 months ago
Lovely, clean apartment with a terrific location! We highly recommend and hope to return soon--maybe even for Pumpkinfest again next year. Thank you especially for the extra blankets, that was such a kind gesture.
Guest favorite
Condo in Wells
4.95 out of 5 average rating, 101 reviews

Relaxing Beachside Condo with Pool at Wells Beach

MaryRating, 5 stars1 month ago
Julie’s place was very nice and very clean. The location was great, right across the street from the ocean. The kitchen was well-equipped and there was even a small basket of treats. Julie responded very quickly to any messages we sent. We would highly recommend this place.

Quick stats about vacation rentals with a pool in Boothbay Harbor

  • Total rentals

    40 properties

  • Nightly prices starting at

    G$23,014 GYD before taxes and fees

  • Total number of reviews

    60 reviews

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    40 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

Destinations to explore