
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.

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

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.

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.

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.

Relax in this 3BR “Gem of a Stay” •Pool •Grill
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.

Resort-like 2 bed/1 bath - seasonal pool/hot tub
Munjoy Hill is Portland's premiere neighborhood. Enjoy ocean views along the Promenade. Share our seasonal private pool/hot tub with us from May thru Oct (dates vary). We have a swing set, lounge chairs, grill, play cornhole, tennis (we supply racquets/balls) watch baseball, basketball or take a walk to the playground close by. A short walk to East End Beach and the waterfront trail lead you to the famous Old Port. This property is one of a kind in the city

Poolside Suite-Gateway to Portland
Beat summer heat with a private inground secluded pool. 7 minutes from downtown Portland. Bus line to Old Port across street. Parking in my driveway Walk to Mackworth Island from suite.. Sandy small beaches for accessing water/sunbathing . Casco Bay surrounds neighborhood for walking/biking. Pastry, fresh brewed coffee provided. Kurig in suite. The suite accommodates 2 adults. No children please. Backyard and pool available to the 2 suite guests only

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)

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.

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.

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.

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.
Popular amenities for Rockport rentals with a pool
House rentals with a pool

Luxe Liberty: Getaway with Heated Indoor Pool!

Kate's House at Spruce Harbor

Dana Cottage- Sebasco Harbor Resort

Peaceful 4 Bedroom Maine Retreat with Private Pool

Spacious 5BR Cottage w/Pool, Water & Resort Access

Three Sisters Retreat

Peaceful home in Central Maine

1798 - Spacious - Sleeps 10 - On Morgan Bay
Condo rentals with a pool

Little Spruce Cottage | Wood Stove + Porch

Lovely 2 bedroom updated riverside condo with pool

Tanager Cottage | 3BR + 2 Porches + Fireplace

Samoset Resort Oceanfront Condominium 816

Cardinal Cottage | 3BR + 3 Porches + Fireplace

Samoset Resort Oceanfront Condominium

Oriole Suite | Stone Fireplace + Woodland

Sunset A | Oceanfront King + Gas Fireplace
Other vacation rentals with a pool

Lovely 1 bedroom loft above garage, with big yard.

Historic Island Retreat

Shimmering River Retreat

RV Deluxe Rental

Ocean view- golf course 3 bed

Enjoy our cabin and amenities.

Cozy Cabin Pet Friendly

Tree House Cabin
Quick stats about vacation rentals with a pool in Rockport

Total vacation rentals
Explore 30 vacation rentals in Rockport

Nightly prices starting at
Rockport vacation rentals start at $110 CAD 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 and kid-friendly amenities

Wifi availability
30 of Rockport vacation rentals include wifi 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!
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- Acadia National Park
- Acadia National Park Pond
- Popham Beach, Phippsburg
- Pemaquid Beach
- Popham Beach State Park
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- The Camden Snow Bowl
- Rockland Breakwater Light
- Sand Beach
- Maine Maritime Museum
- Farnsworth Art Museum
- Camden Hills State Park
- Cellardoor Winery
- Maine Lighthouse Museum
- Moose Point State Park
- Reid State Park
- Hollywood Slots Hotel & Raceway
- Bass Harbor Head Light Station
- Maine Discovery Museum
- Echo Lake Beach
- Belgrade Lakes Golf Club





