Holiday rentals with a pool in Rockport

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Rockport

  • Total holiday rentals

    Explore 30 holiday rentals in Rockport

  • Nightly prices starting at

    Rockport holiday rentals start at $114 AUD per night before taxes and fees

  • Verified guest reviews

    Over 240 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Wi-Fi availability

    30 of Rockport holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Rockport rentals

  • 5 Average rating

    Rockport stays are highly rated by guests—averaging 5 out of 5!

Top-rated rentals with a pool in Rockport

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

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Guest favourite
A luxurious queen bed is adorned with intricate linens and decorative pillows. Two bedside lamps provide soft lighting, and large windows dress the space with natural light, framed by sheer curtains that enhance the overall elegance.
Apartment in Cape Elizabeth
4.88 out of 5 average rating, 598 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

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Top Guest favourite
An expansive outdoor area features a private pool surrounded by a brick patio. Comfortable seating is arranged nearby under a clear blue sky, showcasing the elegant architecture of the mansion in the background, set against lush greenery.
Home in Ellsworth
4.99 out of 5 average rating, 92 reviews

The Jarvis Homestead | Historic Maine Mansion

✦ Sleeping 22 guests, enjoy the trip of a lifetime on the Maine coast from your own private mansion next to Acadia NP and Bar Harbor - Built in 1828, we are one of the most prominent & historical homes in the region ✦ Amazing Amenities - heated pool, hot tub, full kitchen, 6 living rooms, 18+ dining table, firepit & lawn games, arcade games, 5 TV's, private gym, and uniquely designed ✦ We do host small weddings/events! Read below for info ✦ Free curated travel & activities guide with booking

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Top Guest favourite
The charming exterior of a cottage is highlighted by blue wood siding and yellow trim. A flower bed with colorful blooms lines the gravel path leading to the entrance. A decorative birdhouse rests on a tree nearby, complementing the natural surroundings.
Cottage in Surry
4.93 out of 5 average rating, 155 reviews

Loon Sound Cottage, On the Water

Loon Sound Cottage, on beautiful Toddy Pond in Surry, is centrally located between Bar Harbor/Acadia & Blue Hill. 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. We prefer Sat-Sat. rental but flexible.

LocationFamilyCheckout

Top Guest favourite
A two-story building is featured, with a spacious balcony providing seating options. Large windows on the upper level allow ample natural light. The ground floor has two garage doors, and the exterior is finished in white siding, set against a backdrop of trees.
Guest suite in Pittsfield
4.98 out of 5 average rating, 42 reviews

Angel Mist Retreat Garage Apartment

Looking to get away from the hustle and bustle. You have found it! Watch for wildlife, while sipping coffee from the balcony of this cozy and stylish walkup apartment located in central Maine just minutes from I-95 between Augusta and Bangor. Ideal location for professionals, couples and parents traveling into Maine who enjoy solitude, but appreciate the comforts of modern amenities. Includes two king beds, stocked kitchen, large dining table, wifi, balcony off livingroom and master bedroom.

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Superhost
The living area presents a blend of comfort and style, featuring a spacious gray sofa complemented by a wooden coffee table. A stone fireplace serves as a focal point, while built-in shelves display curated items. Natural light fills the space through large windows, enhancing the inviting ambiance.
Home in Lincolnville
4.88 out of 5 average rating, 17 reviews

Coastal Retreat with Pool and Cheerful Vibes

Indulge in a serene getaway at this 3-bedroom, 2-bath home that boasts ample space for relaxation & entertainment. The kitchen is fully equipped, the common areas provide an ideal setting for making memories. Within the community, this stunning abode offers access to tennis courts & a swimming pool, as well as scenic walking trails along the river. The home is conveniently located near Lincolnville Beach & Camden. Experience your own slice of paradise, where relaxation & rejuvenation await.

LocationFamilySleep quality

Guest favourite
A wooden pergola frames a sparkling inground pool, with sun rays streaming through shade sails overhead. Colorful pool floats are visible on the water, and lounge chairs are positioned nearby on a well-maintained lawn, creating a peaceful outdoor setting.
Apartment in Pittston
5 out of 5 average rating, 15 reviews

Gem of a Stay •Pool •1 King 2 Queen •Grill •EV

Feels like home from the moment you arrive—clean, cozy, and thoughtfully prepared for a relaxing stay. Enjoy a spotless space with everything you need, plus extra touches guests consistently rave about. Unwind in a peaceful setting and take advantage of the heated pool, BBQ grill, and outdoor space perfect for families after a day exploring the area. Nestled on a three-acre lot in a quiet neighborhood, this apartment is attached to the host’s home near the town of Gardiner.

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Guest favourite
A gravel driveway leads to a white house nestled among tall trees. Lush greenery surrounds the area, creating a serene atmosphere. A pathway connects the house to the driveway, with steps visible leading up to the entrance.
Home in Washington
4.95 out of 5 average rating, 22 reviews

House in the woods

Relax with the whole family at this peaceful place to stay. Quiet neighborhood. Open concept with pool and hot tub, big open lawn. Master bedroom-Queen Second bedroom- Full/Double Living room -large sectional Queen air mattress Possible sleep 8 The address is 34 Homestead Rd , but this app has it as fire road - it is the same ! I do have a business down in basement -hair salon- not typically an issue ( I try not to be open when I have guests)

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Superhost
Home in Surry
4.5 out of 5 average rating, 6 reviews

Three Sisters Retreat

Welcome to this spacious 4-bedroom ocean front retreat located in Surry, Maine! Perfect for families or groups, this comfortable home features a fully equipped kitchen, cozy living areas, plenty of room to relax and a pool! Enjoy the peace and beauty of coastal Maine while being just a short drive from Acadia National Park and Bar Harbor. Whether you're cooking, exploring, or simply unwinding, this home has everything you need for a great stay.

LocationFamilyAccuracy

Top Guest favourite
The image showcases a pool area overlooking the water, framed by lush greenery and colorful wildflowers. Lounge chairs are positioned around the pool, with a shed visible nearby. The calm water reflects a clear blue sky, creating a serene setting.
Home in Boothbay Harbor
4.95 out of 5 average rating, 21 reviews

Port Cabin by Sea Maine

On the water, at the tip of Linekin Bay, sits this four-bedroom, two-bath cottage with a private swimming pool. The cottage has a modern, fully equipped kitchen (regular drip coffee maker) with a dining area that is perfect for gathering. The upstairs has two bedrooms with a queen-sized bed in each, while the downstairs has two double bunk bedrooms. There are two full bathrooms, one on each floor, and a spacious laundry room on the first floor.

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Guest favourite
A heated saltwater pool is visible in the foreground, surrounded by wooden decking. Lush greenery and colorful flowering plants frame the space, leading to a picturesque ocean view in the distance. The scene captures the tranquility of the landscaped garden.
Home in Rockport
4.94 out of 5 average rating, 72 reviews

Ocean View Retreat with Heated Pool / Hot Tub

Newly renovated, heated heatsaltwater pool with ocean views overlooking the Rockport harbor, open all winter. Fireplace and heated floors. Three bedrooms and four baths. Gourmet Kitchen. 2,900 square feet, in the heart of Rockport Village, walk to the harbor and local restaurants through private lighted path and gardens. Huge deck. Walk down to the harbor, restaurants, and a coffee shop right in front of the house. Fast internet. No TV.

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Guest favourite
Home in South Thomaston
4.94 out of 5 average rating, 106 reviews

Large private area, close to Rockland

Quiet and private neighborhood. Perfect for family or group getaways. Kid friendly. One mile from public ocean access, (WesKeag River) Five miles from downtown Rockland, and just minutes from downtown Thomaston. Three beautiful beaches within five miles. It’s the perfect place to stay while exploring the coastline, enjoying the downtown shops and restaurants, hiking and exploring the nearby cultural attractions. Two night minimum.

FamilyLocationParks

Superhost
A serene view of Penobscot Bay at sunrise, featuring a pastel sky in shades of pink and purple. Small boats are visible on the water, while a lighthouse stands on the shoreline. A grassy area has benches and picnic tables, inviting outdoor enjoyment.
Apartment in Rockland
5 out of 5 average rating, 4 reviews

Heart of Rockland Maine

Located in downtown Rockland Maine. Wake up to the most spectacular sunrise over Penobscot Bay. 3 Decks overlooking Main Street, Harbor Park and Penobscot Bay. Take in the North Atlantic Blues Festival and Maine Lobster Festival from the deck of this unit. The 2 level unit in located on the 5th floor. Full kitchen and use of common indoor pool. Located on Main Street and within walking distance to shops, museums and restaurants.

LocationIndoor spacesComfort

Popular amenities for Rockport rentals with a pool

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