Vacation rentals with a pool in Rockport

Find and book unique homes with a pool on Airbnb

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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Top guest favorite

A clear blue swimming pool sits within a wooden deck, surrounded by lush greenery and a white privacy fence. A shaded seating area features comfortable lounge chairs, inviting relaxation in the sunlit outdoor space.

Home in Bangor

4.97 out of 5 average rating, 325 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

Top guest favorite

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, 150 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.

Superhost

An outdoor space is highlighted by a heated saltwater pool surrounded by a wooden deck. Comfortable seating options are arranged nearby, complemented by a large umbrella for shade. Lush greenery and a mature tree provide a natural backdrop, enhancing the inviting atmosphere.

Home in Rockport

4.95 out of 5 average rating, 60 reviews

Ocean View Retreat with Pool / Hot Tub

Newly renovated, saltwater pool with ocean views overlooking the Rockport harbor, with a vast garden. Fireplace and heated floors. Three bedrooms and four baths. Gourmet Kitchen. 2,500 square feet, in the heart of Rockport Village, walk to the harbor and local restaurants through the winding private path and gardens. There is a huge deck, a landscaped garden, and outdoor furniture. Walk down to the harbor, restaurants, and a coffee shop right in front of the house. Fast internet. No TV.

Guest favorite

A well-equipped kitchen and dining area are showcased, featuring modern appliances and light cabinetry. A spiral staircase leads to additional spaces, while a small dining table is accompanied by three stools. A television is mounted on the wall, and natural light enhances the warm atmosphere.

Apartment in Damariscotta

4.97 out of 5 average rating, 33 reviews

2 Bedroom new renovation Condo/Pool/ River Access

Forget your worries in this spacious and serene space. Plenty of room for 4 with all new furniture, appliances, rugs and linens. An amazing space for a weekend or a month. Enjoy all the comforts of home in this special beautifully appointed 2 bedroom/3 bed private. Easy access to grocery, YMCA, Round top Ice Cream and some of the best restaurants in Damariscotta. Take in a nature hike to the Damariscotta River from your private path in the backyard. Free parking and beautiful pool in summer.

Superhost

A swimming pool is surrounded by paved decking, with several lounge chairs positioned throughout. A green umbrella offers shade near the poolside, and lush landscaping with trees and flowering plants is visible in the background, complemented by a clear blue sky.

Home in Lincolnville

4.87 out of 5 average rating, 15 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.

Guest favorite

A stone pathway winds through a lush garden adorned with colorful flowers and greenery. Natural rocks are integrated into the landscape, while wooden barrels add a rustic touch. In the background, a pool is partially visible, set against a backdrop of trees.

Home in Washington

4.94 out of 5 average rating, 18 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)

Guest favorite

Home in South Thomaston

4.95 out of 5 average rating, 101 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.

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.

Top guest favorite

The exterior of the property features a classic white façade with multiple gabled roofs and a porch adorned with rocking chairs. Lush greenery surrounds the house, complemented by flowering plants along the pathway leading to the entrance.

Home in Newcastle

5 out of 5 average rating, 18 reviews

The Flying Cloud

Gather in Comfort at The Flying Cloud Visiting for an event or getaway? The Flying Cloud offers space for your group—where everyone gets their own bedroom and bathroom! Relax in the swim spa and hot tub, share meals at the 14-person dining table, and enjoy games, TVs, and quiet spaces. Just a 5-minute walk to downtown Damariscotta, you’re close to shops, dining, and waterfront views. Book your stay today!

Guest favorite

A vast expanse of greenery is visible beyond the wooden railing, framed by a clear blue sky. The horizon reveals a calm body of water, creating a serene backdrop against lush trees and shrubs that define the landscape.

Cottage in Belfast

4.9 out of 5 average rating, 30 reviews

Lawn Cottage - Newly Renovated 2024

Fully furnished rustic cottage behind Fireside Inn Ocean's Edge. Ocean view, utilities (and plowing) included. Free wifi, use of hotel indoor pool, sauna & hot tub, washer & dryer access at hotel, access to 9 acres of hotel grounds and rocky beach front. Front Desk staffed 24/7. Linens and cookware included but Housekeeping is NOT included. Pet friendly with additional fees included in booking price.

Top guest favorite

The house is set on a grassy hill, surrounded by neatly trimmed bushes and rocks. A welcoming porched area wraps around the front, and the roof features dormer windows. The backdrop consists of a clear blue sky with scattered clouds, creating an inviting atmosphere.

Home in Belfast

5 out of 5 average rating, 26 reviews

Gorgeous house with a view

This house is situated on the grounds of Seascape, a newly renovated motel located in Belfast, ME. The whole group will enjoy easy access to everything from this centrally located place. This beautiful home consists of 2 bedrooms and a day bed in the great room. There is plenty of room for gathering and is perfect for the little ones because of the fenced in play area. The perfect family getaway!

Top guest favorite

A spacious two-story home is showcased amidst a snowy landscape. Snow covers the roof and ground, while evergreen trees flank the entrance. Festive decorations accent the front door, and a gentle snowfall creates a serene atmosphere on the property.

Guest suite in Oakland

4.99 out of 5 average rating, 211 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.