Vacation rentals with a pool in Rockport

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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 hot tub is displayed with calming blue lights illuminating the water. Surrounding benches provide seating, and a user-friendly control panel is positioned at the edge. The private area offers a relaxing atmosphere for unwinding.
Home in Bangor
4.97 out of 5 average rating, 328 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, 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.

Top guest favorite
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
4.97 out of 5 average rating, 35 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.

Guest favorite
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
4.95 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.

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, 16 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.

Top guest favorite
A spacious blue house is set against a backdrop of lush green grass and trees. The property features a landscaped front area with various shrubs and stone walls, inviting outdoor seating arrangements, and a clear sky above, enhancing the serene atmosphere.
Home in Liberty
4.9 out of 5 average rating, 90 reviews

Luxe Liberty: Getaway with Heated Indoor Pool!

Please be sure to read ALL listing details before booking. Looking for a beautiful remote getaway? This 6 bedroom, 3 bath home has plenty of room for everyone. We are located in Liberty, Me but only: 16 mi to Belfast 20 mi to Camden 53 mi to Bangor & Airport 70 mi to Bar Harbor & Acadia National Park The opportunities for making memories are ENDLESS here. Let us be your new favorite vacation rental! *Pricing is based on 8 guests. Add’l guests $75/p/night. Pool heated Sept/Oct-May.

Guest favorite
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, 19 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
4.94 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.

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
Home in Newcastle
5 out of 5 average rating, 22 reviews

Stay Together in Style

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
4.91 out of 5 average rating, 33 reviews

Ocean View 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, 33 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!

Popular amenities for Rockport rentals with a pool

Quick stats about vacation rentals with a pool in Rockport

  • Total vacation rentals

    Explore 50 vacation rentals in Rockport

  • Nightly prices starting at

    Rockport vacation rentals start at G$14,638 GYD per night before taxes and fees

  • Verified guest reviews

    Over 240 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Wi-Fi availability

    50 of Rockport vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Rockport rentals

  • 4.9 Average rating

    Rockport stays are highly rated by guests—averaging 4.9 out of 5!

Destinations to explore

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