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.

0 of 0 items showing

1 of 3 pages

Top guest favorite

Loft in Falmouth

4.95 out of 5 average rating, 613 reviews

Loft Apartment on Tree-Lined Street in Falmouth

Staying in this huge second floor loft (32'x25’), you will find a quiet oasis in the treetops. The 16' ceilings and stylish decor provide sanctuary after a busy day of sight seeing. We offer a queen bed and two twins. You are surprisingly close to Portland's restaurants and shops, well located for day trips up and down the Maine coast. Start the day with a self-brewed local coffee. Relax at the end of the day streaming your favorite entertainment on a 55" 4K-HD TV paired with a Sony sound bar. Soak in the secluded backyard HOT TUB, OPEN YEAR ROUND, with a pool available in the summer. The loft is bright and airy given its 16 foot cathedral ceilings, four sky lights and five large windows. Each window has room darkening blinds and full curtains that can darken the room for an afternoon nap. It is accessed through a private entrance up a wide stairwell in the stand alone garage. An In-Suite thermostat allows you to control a comfortable room temperature. The newly renovated space is equipped with queen bed and a twin trundle bed, which pulls out a second twin bed (sleeps two). The beds are fitted with 100% cotton sheets. The living room lounge area has a 55" 4K Ultra UHD flat screen TV equipped with a Roku streaming device. Spectrum TV streaming app provides the broadcast networks, as well as ESPN, TNT, AMC, Bravo and others. Bring your log-in ID to access your favorites programming, such as NETFLIX, HBO-Go, HULU and SlingTV. A Blu-ray/DVD player is available upon request. (There are 3 redbox locations within 2 miles.) The full bath has a shower stall (no tub). Plush towels and premium soap, shampoo and conditioner are provided. Enjoy use of backyard hot tub year round and in ground pool during summer season. Children are welcome. The loft is stocked with books and board games. There is a baby gate available. We are happy to assist you in making plans to see the area. Please ask us if you need recommendations to things to do during your stay. While you will have your own private space and free standing four walls, we will generally be nearby and available. The setting of this property is a long and winding street with large, open lots and eye-catching homes. Stroll to the mouth of the Presumpscot River, which empties into Casco Bay. Dine and shop in the heart of the Old Port, only 14 minutes away. There are no bus lines close to the house. One could manage navigating the area via Uber if not driving a car. The loft has an efficiency kitchen with toaster oven, mini fridge, coffee maker, electric tea kettle, two burner hot-plate, pans, utensils, plates and silverware. We keep the loft stocked with Wicked Joe Sumatra blend. Wicked Joe is a local family-owned company committed to producing exceptional coffees using sustainable business practices from crop to cup. Additional large beach towels provided for hot tub and pool use. We can connect you with local area shops for surf board, stand-up paddle board and bike rentals. We have plenty of ideas on restaurants, shops and points of interest which we are happy to share. Local area magazines and tourist information available in the loft.

Guest favorite

Home in Bangor

4.97 out of 5 average rating, 303 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. security deposit required The entire house is available to you, including the yard, fire pit and pool out back. The pool is unheated

Superhost

Apartment in Cape Elizabeth

4.87 out of 5 average rating, 551 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

Guest favorite

Home in Portland

4.95 out of 5 average rating, 124 reviews

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Your crew will be close to everything when you stay at this centrally-located place with a pool and spacious yard! Enjoy the home and it is a quick 10 minute uber to downtown Portland to the most popular eateries and breweries. This home is located perfectly to explore greater Portland from beautiful parks/trials to the shopping outlets not far away. This is a family neighborhood and out of respect for my neighbor’s, no loud partying after 10 pm. City of Portland License #: STHR-004465-2022

Superhost

Home in Tremont

4.7 out of 5 average rating, 47 reviews

Large MDI house w/pool perfect for groups+families

Large 6 bedroom home located in Seal Cove in Mt Desert Island & a 30 min drive to Acadia National Park in Bar Harbor Maine. Tons of summer activities including hiking, biking, fishing, kayaking, canoeing, boat tours, cruises, amazing restaurants & shopping! The in-ground pool will provide hours of fun in the summer & Long Pond is a 5 min drive. Winter activities include ice fishing, snowmobiling, cross country skiing, snowshoeing, & winter hiking on Acadia. Cozy up in the summer or winter!

Top guest favorite

Apartment in Portland

4.98 out of 5 average rating, 252 reviews

Maine Hacienda w/hot tub & seasonal pool

Our renovated suite at the foot of Deering Highlands is a 10 minute drive to downtown Portland. A cozy, quiet, modern space with a maritime edge. A short walk to Woodford’s corner and Forest Ave - home to many restaurants & coffee shops. The space includes a seasonal pool and year-round hot tub. Ideal for singles, couples or couples with one or two small children. A maximum of three adults can be accommodated. The hot tub is available all year. The pool is open early June to late September.

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.

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, 170 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

4.96 out of 5 average rating, 47 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.

Guest favorite

Home in Trenton

4.97 out of 5 average rating, 29 reviews

Acadia get away.! With pool and hot tub

Cozy 1 acre private home with above ground pool and hot tub will make your stay comfortable and relaxing. Enjoy grilling a summer meal while chatting around the fire pit. Spend your day in Acadia National Park or Pool day at home. It’s the perfect setting to make your vacation what you want!!

Top guest favorite

Apartment in Cornville

4.86 out of 5 average rating, 133 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.