Vacation rentals with a pool in Rockland

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Rockland

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Bangor

4.97 out of 5 average rating, 300 reviews

Cozy, fun, 3 bedroom home with a pool and Hot Tub.

3 miles from concerts. Relax by your own, personal pool and roast marshmallows by the fire in the private back yard. Then come inside and enjoy a foosball game at the living room table. This is a peaceful and centrally-located place, in a safe neighborhood. It’s about 5 minutes away from everything in Bangor, and a little over an hour away from the Bar Harbor area, depending on traffic. The entire house is available to you, including the yard, fire pit and pool out back. The pool is unheated.

Superhost

Apartment in Mercer

4.79 out of 5 average rating, 38 reviews

Mercer Apartment in the Valley-Peaceful Country

Beautiful country charm. Your perfect getaway with land to roam. Cozy in the winter and clean and airy in summer. Everything ready for you! Peace and quiet. Listen to the animals in the meadow at night. Swing in the hammock and toast marshmallows at the fire pit. Access to above-ground pool, kayaking, snowshoeing and hiking. This is a location near North Pond of Belgrade Lakes 20 minutes from Waterville, Farmington, Skowhegan, 30 minutes from Augusta. Great serene place to spend your time!

Superhost

Apartment in Cape Elizabeth

4.87 out of 5 average rating, 549 reviews

Portland & Beach & Lighthouses! Romantic! Lovely

Location! You get the BEACH + Portland in minutes! HUGE BEDRM Romantic canopy bed w/ lux linens Chaise lounge couch turns into twin bed TV Giant mirror for weddings etc 35’ Great Rm w/ TV Kitchen *quality pots etc New Q Sofa Bed Priv entrance Beachy Light filled tall ceilings Spacious for 2-can fit 5 pond/bridge firepit 2 decks+patio Teak Furniture Open views New bthrm A/C Parking No stairs/Garden Level All in Cape: Crescent Beach 2 Lights State Pk Portland Headlight Prtlnd 8 min! 210780

Top guest favorite

Cottage in Surry

4.92 out of 5 average rating, 141 reviews

Loon Sound Cottage, On the Water

Sat - Sat. rental. Loon Sound Cottage, on beautiful Toddy Pond in Surry, is centrally located between Bar Harbor/Acadia & Blue Hill Peninsula. Come and enjoy the peace and tranquility of a lakeside oasis while just being a short distance from many sites of interest. Visit nearby Castine, Blue Hill, Bar Harbor, and Acadia National Park. Hear the loons at night, kayak to beaver cove and see an eagles nest. A tranquil and peaceful setting. A perfect balance of rest and adventure.

Guest favorite

Home in Boothbay Harbor

4.93 out of 5 average rating, 14 reviews

Oceanfront Cottage with Pool in Boothbay

Welcome to your perfect waterfront retreat! - Four-bedroom, two-bath cottage with private swimming pool. - Modern kitchen and spacious dining area for gatherings. - Stunning ocean views from deck and pool area. - Access to community beach, children's play area, tennis court, and trails. - Private dock with picnic table and stairs to the beach. - Located in Bayville, near Boothbay Harbor's attractions. - Peaceful surroundings with friendly neighbors and nature trails.

Superhost

Townhouse in Camden

4.78 out of 5 average rating, 27 reviews

Camden Spacious 1 BR Near Harbor-work or getaway

This is a lovely ground floor 2 room suite located on the Megunticook river, right in the downtown, just before the waterfall. Wetbar, living room, bedroom, bathroom and deck. You can walk everywhere, restaurants, shops, hiking trails, harbor, and the Opera House. In the summer months - guests are welcome to use the indoor pool at the Camden Riverhouse Hotel and enjoy their FREE breakfast. Not Ready to Book Yet? Add us to your wishlist. Lots of Take-out food options nearby.

Guest favorite

Tiny home in Mount Vernon

5 out of 5 average rating, 26 reviews

A place to be The Hidden Gem Mt Vernon, Me

Disconnect and Reconnect in our Hidden Gem tiny house on the Back 40 Acres farm. Tucked away our houses are surrounded on a family organic farm. The property is complete with Farm Stand and blossoming flowers. A perfect sanctuary for an artist or writer, or a couple. The tiny house is a great place to get away from it all- take time away from wifi, and noise of urban life, truly connect and relax. Come enjoy and refresh in our nature haven.

Top guest favorite

Apartment in Winthrop

4.72 out of 5 average rating, 18 reviews

Cozy Apartment with In-Town Convenience

This is a 2nd story apartment above our garage with a small but fully equipped kitchen, full-size refrigerator, microwave, electric stove/oven, double sink (no dishwasher), a plentiful supply of dishes, tableware, cookware, new queen bed, bathroom with shower, hair dryer, bathroom necessities, living area with couch/queen size futon, Smart TV with Apple TV, Fubo TV, wifi, iron & ironing board. Our preference is for long-term renters.

Top guest favorite

Loft in Searsport

4.93 out of 5 average rating, 27 reviews

Lovely 1 bedroom loft above garage, with big yard.

Looking for a central location on the coast of Maine? This lovely loft is within 2 miles of Swanlake and the boat landing! We are within 45 mins to all the surrounding towns, Like Bangor, Ellsworth, Blue Hill, Acadia And Camden all Beautiful places to visit during your stay. We are very secluded so don't be surprised if you see a deer here or there. Come stay with us and enjoy our lovely loft for some quiet relaxation.

Top guest favorite

Guest suite in Oakland

4.98 out of 5 average rating, 164 reviews

Cozy Studio Flat, Belgrade Lakes Region

Kick back and relax in this calm, stylish, newly renovated second floor space over the garage. Enjoy four seasons in the Belgrade Lakes region of Central Maine. Hunting, fishing, hiking, biking, skiing, and snowmobiling, to name a few of the many activities available. We are 2 miles from Oakland Waterfront Park on Messalonskee Lake and just over an hour drive from both beaches and ski resorts.

Guest favorite

Condo in Damariscotta

4.98 out of 5 average rating, 46 reviews

Lovely 2 bedroom riverside condo with pool

Forget your worries in this spacious and serene private condo with access to the Damariscotta river and peaceful riverside trails. Bring your Kayak or paddleboard. Relaxing pool for you and your guests. Newly renovated with all new furniture, beds, bedding and kitchen supplies. Have your morning coffee on your choice of two spacious and private balconies.

Top guest favorite

Apartment in Cornville

4.86 out of 5 average rating, 132 reviews

Large Home with Great View next to horse farm

Quiet private setting. Scenic view of water, horse farm, mountains, fields. Large inground pool. Jetted tub in master bathroom. Gas grill. Horseback riding lessons or bring your own and rent a stall at the stable on site. Additional fee of 15 per night per person above 6.

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What guests are saying

Riverside home in Central Maine near Colleges

5 out of 5 average rating, 13 reviews31 months ago

Great 2-level apartment with terrific deck and beautiful view overlooking the river. Quiet and pretty. Owners were very responsive and the kitchen is very well stocked. Nice rustic touches and great running/walking trail along the river, just down the road. WiFi works well. Recommend upgrading the beds as they are small and not very comfortable. Otherwise a great property!

Home in Benton

What guests are saying

Beautiful Midcoast Maine Condo with inground pool

4.74 out of 5 average rating, 53 reviews7 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 Damariscotta

What guests are saying

Luxury Condo on Water's Edge in Boothbay Harbor

5 out of 5 average rating, 32 reviews4 weeks ago

A few times while wandering around midcoast Maine in late March, we were asked if this is when we usually came to vacation here. Yes, we are educators from the Southwest, and this was our spring break, so this is when we came to visit, but honestly, it is so peaceful this time of year. Especially Boothbay Harbor, and what we imagined while walking around the very quiet town would be a very different place in July! Our experience at Abby’s space was absolutely wonderful and serene in the spring. The thoughtful touches (thank you for the bottle of Maine wine and jar of blueberry jelly!) made it even more special. Thank you, we hope to be back one day.

Apartment in Boothbay Harbor

What guests are saying

The Point, At The Edge Of The Ocean

5 out of 5 average rating, 8 reviews7 months ago

Our stay here was amazing, the house is adorable and the views are stunning. The pool was the perfect temperature and the whole family was in the pool every day, plus the views from the pool were pretty remarkable. Sherri was a great host and super communicative and helpful. The house is set up perfectly for a large group with cute little restaurants a short car ride or boat ride away. We will definitely be back!

Home in Harpswell

What guests are saying

Stunning Nature Escape, 50 acres, 2 rivers & Pool!

5 out of 5 average rating, 13 reviews20 months ago

What a beautiful place! Julia’s house is a nature lover’s paradise with its beautiful views and wildlife. While sitting in the screened in porch one evening, we watched as deer daintily picked their way through the field, turkeys weaved in and out of the adjacent woods and water birds flew and dove and vocalized over the water. The house was bright and airy and exactly what we needed for our weekend away from it all. It was not a long drive from the house to visit nearby Damariscotta and Boothbay. We capped off our delicious meals cooked in the well appointed kitchen with fresh produce from a nearby farm stand. Our family had such a wonderful time - we hope to be able to visit again sometime!

Vacation home in Westport