
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.

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

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.

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.

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

Oceanfront Shore Cottage - Newly Renovated
Fully furnished cottage in front of Fireside Inn & Suites, right at the ocean's edge. Ocean view, utilities (and plowing) included. Includes wifi, use of hotel indoor pool, sauna & hot tub, access to 9 acres of hotel grounds and rocky beach front. Front Desk staffed 24/7. Washer/dryer (in basement, entrance through outside door underneath deck), linens and cookware included but Housekeeping is NOT included. Pet friendly with additional cleaning fee.

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.

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!

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
House rentals with a pool

Cove House with Private Pool, Ocean Views, Family

Coastal, 3 bedroom, 2 bath home with pool!

New Boho Cape with Pool! Fenced yard, pet friendly

Luxe Liberty: Getaway with Heated Indoor Pool!

House in the woods

Peaceful 4 Bedroom Maine Retreat with Pool

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

Peaceful home in Central Maine
Condo rentals with a pool

Cozy Forest Cottage | Stone FP | No Hidden Fees

Lovely 2 bedroom riverside condo with pool

Woodland Cottage | Fireplace | No Hidden Fees

Samoset Resort 1br suite, Friday check-in

Oceanfront King Rm | Sunset View | No Hidden Fees

Cozy Forest Cottage + 2 Porches | No Hidden Fees

Samoset-Affordable Luxury

Cozy Coveside Island Retreat
Other vacation rentals with a pool

3 Bedroom Townhouse - The Harraseeket Inn

Historic Island Retreat

Dog Friendly Studio Cabin

Charming oceanfront cottage with resort amenities

Ocean View Lawn Cottage - Newly Renovated 2024

Ocean view- golf course 3 bed

4 Bedroom Riverside Home with Large Historic Barn

Cozy Apartment with In-Town Convenience
Quick stats about vacation rentals with a pool in Rockport

Total vacation rentals
Explore 40 vacation rentals in Rockport

Nightly prices starting at
Rockport vacation rentals start at € 77 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
40 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!
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- Acadia National Park
- Popham Beach State Park
- Popham Beach, Phippsburg
- Pemaquid Beach
- Acadia National Park Pond
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- The Camden Snow Bowl
- Maine Maritime Museum
- Sand Beach
- Rockland Breakwater Light
- Farnsworth Art Museum
- Cellardoor Winery
- Reid State Park
- Maine Lighthouse Museum
- Moose Point State Park
- Camden Hills State Park
- Hollywood Slots Hotel & Raceway
- Maine Discovery Museum
- Bass Harbor Head Light Station




