Holiday rentals with a pool in Rockport

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Top-rated rentals with a pool in Rockport

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Top guest favourite

Loft in Falmouth

4.95 out of 5 average rating, 619 reviews

Loft Apartment on Tree-Lined Street in Falmouth

Staying in this huge second floor loft (32'x25’), you will find a quiet oasis in the treetops. The 16' ceilings and stylish decor provide sanctuary after a busy day of sight seeing. We offer a queen bed and two twins. You are surprisingly close to Portland's restaurants and shops, well located for day trips up and down the Maine coast. Start the day with a self-brewed local coffee. Relax at the end of the day streaming your favorite entertainment on a 55" 4K-HD TV paired with a Sony sound bar. Soak in the secluded backyard HOT TUB, OPEN YEAR ROUND, with a pool available in the summer. The loft is bright and airy given its 16 foot cathedral ceilings, four sky lights and five large windows. Each window has room darkening blinds and full curtains that can darken the room for an afternoon nap. It is accessed through a private entrance up a wide stairwell in the stand alone garage. An In-Suite thermostat allows you to control a comfortable room temperature. The newly renovated space is equipped with queen bed and a twin trundle bed, which pulls out a second twin bed (sleeps two). The beds are fitted with 100% cotton sheets. The living room lounge area has a 55" 4K Ultra UHD flat screen TV equipped with a Roku streaming device. Spectrum TV streaming app provides the broadcast networks, as well as ESPN, TNT, AMC, Bravo and others. Bring your log-in ID to access your favorites programming, such as NETFLIX, HBO-Go, HULU and SlingTV. A Blu-ray/DVD player is available upon request. (There are 3 redbox locations within 2 miles.) The full bath has a shower stall (no tub). Plush towels and premium soap, shampoo and conditioner are provided. Enjoy use of backyard hot tub year round and in ground pool during summer season. Children are welcome. The loft is stocked with books and board games. There is a baby gate available. We are happy to assist you in making plans to see the area. Please ask us if you need recommendations to things to do during your stay. While you will have your own private space and free standing four walls, we will generally be nearby and available. The setting of this property is a long and winding street with large, open lots and eye-catching homes. Stroll to the mouth of the Presumpscot River, which empties into Casco Bay. Dine and shop in the heart of the Old Port, only 14 minutes away. There are no bus lines close to the house. One could manage navigating the area via Uber if not driving a car. The loft has an efficiency kitchen with toaster oven, mini fridge, coffee maker, electric tea kettle, two burner hot-plate, pans, utensils, plates and silverware. We keep the loft stocked with Wicked Joe Sumatra blend. Wicked Joe is a local family-owned company committed to producing exceptional coffees using sustainable business practices from crop to cup. Additional large beach towels provided for hot tub and pool use. We can connect you with local area shops for surf board, stand-up paddle board and bike rentals. We have plenty of ideas on restaurants, shops and points of interest which we are happy to share. Local area magazines and tourist information available in the loft.

Guest favourite

Home in Bangor

4.97 out of 5 average rating, 309 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

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Flat in Cape Elizabeth

4.87 out of 5 average rating, 555 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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Flat in Damariscotta

4.95 out of 5 average rating, 21 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.

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Home in Lincolnville

4.85 out of 5 average rating, 13 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 favourite

Home in Liberty

4.91 out of 5 average rating, 75 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.

Top guest favourite

Cottage in Surry

4.92 out of 5 average rating, 142 reviews

Loon Sound Cottage, On the Water

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

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Home in Stonington

4.95 out of 5 average rating, 20 reviews

The Boathouse at Spruce Harbor

Come explore Spruce Harbor, a captivating oceanfront retreat on Deer Isle, where retreating glaciers left behind a beautiful landscape of spruce-clad islands, rocky shorelines, undulating countryside and picturesque beaches. A gently, winding, wooded lane carries you to The Boathouse, one of four private, charming, casual cottages on the compound. Jump into our tidal pool or launch a kayak from our beach area. Enjoy the serenity of both while still maintaining your privacy.

Guest favourite

Tiny home in Mount Vernon

5 out of 5 average rating, 27 reviews

A place to be The Hidden Gem Mt Vernon, Me

Disconnect and Reconnect in our Hidden Gem tiny house on the Back 40 Acres farm. Tucked away our houses are surrounded on a family organic farm. The property is complete with Farm Stand and blossoming flowers. A perfect sanctuary for an artist or writer, or a couple. The tiny house is a great place to get away from it all- take time away from wifi, and noise of urban life, truly connect and relax. Come enjoy and refresh in our nature haven.

Guest favourite

Home in Boothbay Harbor

4.93 out of 5 average rating, 14 reviews

Waterfront Cottage in Bayville with Pool

Welcome to your waterfront retreat in Bayville. - Surrounded by 100 acres of woods with maintained walking trails - Modern, fully equipped kitchen and dining area - Two queen bedrooms and two double bunk bedrooms - Shared pool overlooking the ocean and private dock - Access to community amenities including a play area and tennis court - Unique picnic table on the dock - Dining and town attractions easily accessible via trails

Guest favourite

Home in South Thomaston

4.96 out of 5 average rating, 93 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.

Guest favourite

Cottage in Belfast

4.88 out of 5 average rating, 24 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.

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Popular amenities for Rockport rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Yarmouth

4.8 out of 5 average rating, 5 reviews

Coastal, 3 bedroom, 2 bath home with pool!

MistyRating, 5 stars10 months ago

Everything about Kara’s place was perfect. It was extremely clean and had all the necessities we needed. The beds were comfortable and there was plenty of linens and towels. Kara really went above and beyond and tried to think of everything you would need. The best part is the house matched the pictures shown online. This home is a 10. If we need a home in that area again I would not hesitate to rent it again.

Guest favourite

Home in Bangor

5 out of 5 average rating, 28 reviews

New Boho Cape with Pool! Fenced yard, pet friendly

CindyRating, 5 stars1 month ago

Thank you Christina! Great weekend stay for UMaine graduation. Great location from campus and stores for the things we forgot (haha).

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Home in Harpswell

Whispering Winds Cottage, Offering Ocean views

MollyRating, 5 stars11 months ago

Spent a wonderful week with my family, feel honored to be the very first guests! We have already asked to come back next year, I cannot recommend this place enough! The view from the porch, the pool, the greenery all around, was just perfection. My kids also loved the main hall where we could play ping pong, pool and shoot baskets. We used the tennis court, had dinner at the food hall and loved the location to visit all our favorite Maine spots like Popham beach, Reid state park and all surrounding islands have to offer. Sheri was incredibly responsive, kind and helpful as we needed through out the stay. The house had all necessary items to move right in with groceries! Can’t wait to return.

Guest favourite

Home in Rockport

4.97 out of 5 average rating, 59 reviews

Ocean View Retreat with Pool / Hot Tub

KarenRating, 5 stars3 weeks ago

We got a very rainy week in Maine but still enjoyed the beautiful, comfortable and well stocked house, views, decks and incredible garden. Beautiful restaurants, bookstores and wine and antique shops near by. Hope to return to very soon.

Home in Damariscotta

4.75 out of 5 average rating, 24 reviews

RiverWalk Condo

LauraRating, 5 stars1 month ago

Great host and communication was fantastic ! Thanks for hosting :)

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Home in Tremont

4.7 out of 5 average rating, 47 reviews

Large MDI house w/pool perfect for groups+families

MauraRating, 5 stars8 months ago

We had a great stay at this house! Plenty of beds for everyone. Convenient to get to Acadia and bar harbor with a short drive!

Guest favourite

Home in Searsport

4.83 out of 5 average rating, 6 reviews

Searsport Paradise w/ Private Pool & Patio!

PaulaRating, 5 stars1 month ago

Great house for our family! Several family members came into town for a college graduation, it was perfect! Lots of room and the host was very easy to reach and was flexible.

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Home in Newport

4.91 out of 5 average rating, 55 reviews

Maine Lakehouse Retreat with pool

JenRating, 5 stars9 months ago

We loved our stay at Jason’s place! We had 10 total people staying for Labor Day weekend - 7 adults, 3 kids and a dog. We all had plenty of room, the house was gorgeous - especially the kitchen and living room! We used the pool, the lake (kayaks and canoes - lots of life jackets to choose from), the basketball court and were so thankful for the option to rent the pontoon boat! My son had a great time fishing. The neighborhood is very quiet. We also had fun checking out nearby antique shops one morning & going into Bangor one evening for dinner. We will be back!

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Apartment rentals with a pool

Apartment in Rockport

Samoset Resort Oceanfront Large One Bedroom

JamesRating, 5 stars72 months ago

Great unit on the golf. Course with Ocean views out to the islands. Generally peaceful, save for the morning mowing of the golf course. Great place to base to see all of the mid-coast and the Samoset hotel amenities that are available to you are first class

Guest favourite

Apartment in Damariscotta

4.96 out of 5 average rating, 47 reviews

Lovely 2 bedroom riverside condo with pool

AnnaRating, 5 stars8 months ago

Lovely, clean apartment with a terrific location! We highly recommend and hope to return soon--maybe even for Pumpkinfest again next year. Thank you especially for the extra blankets, that was such a kind gesture.

Apartment in Ellsworth

The Maine Coast at it’s Best

TiffanyRating, 5 stars11 months ago

This place was perfect for our family adventures! The kids enjoyed the games, ping pong, and pool at the office- when we weren’t out exploring. Randy was great, and made sure we were taken care of!

Apartment in Rockport

Samoset Resort Oceanfront Condominium

ArleneRating, 5 stars84 months ago

This place is absolutely amazing. It was larger than expected. It looked smaller in the pictures. Everything in the apartment was squeaky clean and we had every single thing we needed, from pots and pans to board games. Great ocean view from the porch, the living room and from one of the bedrooms. I loved seeing the boats pass by. So peaceful! I stayed there with my elderly mom, my teenage daughter and her friend for 4 days. There was so much to do! We enjoyed both the outdoor and the indoor pool. The kids took advantage of the Health Club by playing ping pong, badminton and going to the video game room. They also spent several hours playing chess in a very nice room near the lounge area that had a gorgeous ocean view. We had dinner at the Italian restaurant in the resort and were impressed by the amazing view. Great service. We also enjoyed the long walk to the lighthouse right next to the resort, and loved going to Camden, such a charming little town, 10 minutes away. The hostess, Laurie, was very accommodating, super nice, and communicated with me frequently, making sure I had all the answers I needed. I would definitely go back there! Glad to have made such wonderful memories! We didn't want to leave!