Vacation rentals with a pool in Rockland

Find and book unique homes with a pool on Airbnb

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Popular amenities for Rockland rentals with a pool

House rentals with a pool

Guest favorite
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 stars9 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 favorite
Home in Old Orchard Beach
4.98 out of 5 average rating, 80 reviews

Faith Lane with community pool

MeghanRating, 5 stars8 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 favorite
Home in Old Orchard Beach
4.97 out of 5 average rating, 39 reviews

Upscale OOB Beach House | Seasonal Heated Pool

SavannahRating, 5 stars1 week ago
Jason was a fantastic host—responsive, helpful, and easy to communicate with. Although we encountered a few minor issues during our stay, he responded immediately and went above and beyond to ensure everything was resolved quickly. The space itself was absolutely beautiful and made for a wonderful stay. I would highly recommend this place to anyone and hope to return in the future!
Top guest favorite
Home in Bangor
5 out of 5 average rating, 28 reviews

New Boho Cape with Pool! Fenced yard, pet friendly

CindyRating, 5 stars3 weeks ago
Thank you Christina! Great weekend stay for UMaine graduation. Great location from campus and stores for the things we forgot (haha).
Guest favorite
Home in Mechanic Falls
5 out of 5 average rating, 19 reviews

Lovely home with hot tub and pool

AngelicaRating, 5 stars7 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 favorite
Home in Old Orchard Beach
5 out of 5 average rating, 40 reviews

Our Beach House Getaway

JenniferRating, 5 stars9 months ago
It was exactly as the pictures on the website. I reached out to Linda prior to leaving. She was very responsive answered all my questions. Great memories made with the family this week. Would definitely come back again. The ease of getting in and out of old Orchard Beach was great. Was only a 3-4 min drive to the beach. The pool there was a huge hit with the grandkids as the ocean in Maine is never really that warm.
Superhost
Home in Washington
4.86 out of 5 average rating, 7 reviews

House in the woods

SavannahRating, 5 stars6 months ago
Booked this place for our anniversary to get away from the city for a weekend.. we found exactly what we were looking for! The hot tub was wonderful, the house was clean and cute, and we had everything we could have needed! Estelle was very responsive and gave clear instructions for everything. Would recommend this place for a quiet getaway or a small group trip in the summer!
Guest favorite
Home in Trenton
4.97 out of 5 average rating, 29 reviews

Acadia get away.! With pool and hot tub

JanelleRating, 5 stars7 months ago
I recently stayed with my family at this incredible Airbnb that exceeded all my expectations. This property offered a hot tub, a pool table, and a level of privacy and tranquility that made for a truly relaxing getaway. One of the highlights of our stay was being able to watch the northern lights from the hot tub – it was absolutely magical. We spent a week in Acadia, and the location was perfect, just 15-20 minutes from Bar Harbor or the nearest town. The hosts were very responsive, and the place was fantastic for families, being both kid and pet friendly. It was a week filled with unforgettable moments, and I can't recommend this place enough!

Condo rentals with a pool

Condo in Old Orchard Beach
4.78 out of 5 average rating, 9 reviews

30 second walk to Beach- Pool-Outdoor Shower

AleeshaRating, 5 stars10 months ago
place is perfect for my parents who are older and can easily get in and out of the condo. fellow people at the condo are nice and respectful.
Condo in Damariscotta
4.74 out of 5 average rating, 53 reviews

Beautiful Midcoast Maine Condo with inground pool

MarieRating, 5 stars8 months ago
This is the second time that we stayed at Allen's place, and we have already booked a stay for 2025. The condo is clean, tastefully decorated, and equipped with everything we needed for our stay. It is located in a great location to explore the coast, head north one day, and south the next, etc. It is quiet and secure and Allen and Cheryl are quick to answer questions. I can't recommend their place highly enough!!
Condo in Southwest Harbor
5 out of 5 average rating, 11 reviews

Best views on MDI 2 bdrm 2 bth condo waterfront

PatriciaRating, 5 stars11 months ago
Well-equipped with guidebooks, kitchen implements, extra pillows, bikes, even a lobster steam pot! We lacked for nothing. Loved the photographs throughout the condo showcasing Acadia NP. Especially loved the map on the wall showing what islands we could see from the balcony. Neighbors were quite friendly & gave several good restaurant recommendations. Peaceful & quiet side of the island allowed for restful sleep each night such that I wasn’t tired after our vacation.
Condo in Old Orchard Beach
4.83 out of 5 average rating, 30 reviews

Great Vacation-2 BR Condo, Beach, Amenities, Fun!

BrianRating, 5 stars45 months ago
Alice’s condo in Old Orchard Beach is exactly as advertised. It was in sparkling condition when we arrived, it’s a very short walk to the beach (when we were able to tear the kids away from the pool!), and it is the perfect distance from the center of town: close enough to walk, but far enough away to enjoy some privacy and distance from the crowds. We even managed to squeeze in a quick workout in the small gym. We would absolutely stay here again. Thank you so much, Alice!
Superhost
Condo in Old Orchard Beach

Ocean View Studio Beach Condo

MargaretRating, 5 stars29 months ago
It was such a cozy, wonderful condo with ocean sounds and breezes right from the front door. Neighbors very kind and welcoming; never felt like a stranger from the first day! Although just a studio, quite spacious and very comfortable even when my husband and child came to visit! David always responded to any questions rather about the condo, condo building, or just a good place to eat! Just a lovely all around stay! All my classmates were jealous! :)
Guest favorite
Condo in Damariscotta
4.96 out of 5 average rating, 47 reviews

Lovely 2 bedroom riverside condo with pool

AnnaRating, 5 stars7 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.
Condo in Old Orchard Beach
4.67 out of 5 average rating, 3 reviews

Old Orchard Beach Oceanfront Condo w/ Pool

MartinRating, 5 stars8 months ago
Great place to enjoy the beach and the neighborhood 😃
Condo in Old Orchard Beach
4.5 out of 5 average rating, 8 reviews

Cape Cod style 2BR Waterview | Patio | Pool

MonicaRating, 5 stars33 months ago
The townhouse complex is really nice, has a pool and it's a short walk to the beach. The space is comfortable, the balcony is nice, the kitchen is really well equipped with everything you need. We had a very relaxing stay! It's really quiet and relaxing after a beach day or exploring nearby Portland. (if you're sensitive to noise - there's train that goes by a few times a day that you'll likely hear)

Quick stats about vacation rentals with a pool in Rockland

  • Total rentals

    40 properties

  • Nightly prices starting at

    $60 before taxes and fees

  • Total number of reviews

    80 reviews

  • Wifi availability

    40 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

  • Local attractions

    Harbor Park, Walmart Supercenter, and Maine Lobster Festival

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Knox County
  5. Rockland
  6. Rentals with pools