Vacation rentals with a pool in Old Orchard Beach

4.95 out of 5 average rating, 616 reviews

The spacious loft is highlighted by 16-foot ceilings and multiple skylights. A queen bed is positioned near a cozy seating area, complemented by a wooden dining table. Eye-catching artwork adorns the walls, and natural light fills the room through large windows.

Loft in Falmouth

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.

Apartment in Cape Elizabeth

A luxurious queen bed is adorned with intricate linens and decorative pillows. Two bedside lamps provide soft lighting, and large windows dress the space with natural light, framed by sheer curtains that enhance the overall elegance.

4.87 out of 5 average rating, 553 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

4.83 out of 5 average rating, 144 reviews

An expansive in-ground pool is surrounded by a spacious wooden deck, featuring comfortable lounge chairs. The house, with gray siding, is visible in the background, flanked by trees that provide privacy. Soft clouds pass overhead, contributing to a tranquil outdoor setting.

Home in Kennebunk

Kennebunk/Kennebunkport Beach House w/Pool!

Perfect home for hosting and entertaining! Private in-ground pool, 600+ sq. ft. sprawling deck, large yard, and close proximity to beaches, restaurants, and shopping. Brand new renovations throughout! Amenities and features include: Newly renovated top to bottom 2 beautiful kitchens w/ granite, stainless steel appliances In-ground pool and 600 sq. ft. wrap-around deck Spacious 2 acre yard One mile from the beach Walking distance to Kennebunk Lower Village/Kennebunkport Dock Square Pet friendly!

4.95 out of 5 average rating, 126 reviews

Home in North Deering

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Your crew will be close to everything when you stay at this centrally-located place with a pool and spacious yard! Enjoy the home and it is a quick 10 minute uber to downtown Portland to the most popular eateries and breweries. This home is located perfectly to explore greater Portland from beautiful parks/trials to the shopping outlets not far away. This is a family neighborhood and out of respect for my neighbor’s, no loud partying after 10 pm. City of Portland License #: STHR-004465-2022

4.98 out of 5 average rating, 413 reviews

A shared seasonal pool is visible in the foreground, featuring clear blue water and a colorful float. The background shows the Chapman House, harmonizing historic architecture with lush greenery, and a patio area with chairs for relaxation.

Apartment in Rosemont

Apt in Victorian Mansion with Hot Tub & Parking

Mixing contemporary styling with an old-world charm, the Apartment in the nationally registered Chapman House offers a relaxing, private stay, only minutes to downtown! Whether you plan to soak in the shared hot tub or relax at a fire pit, our half-acre yard provides privacy for all guests. The fully private Apartment has an indoor gas fireplace, an elegant kitchen, dining, and living room. NB., use of the living room bed may incur a charge. We have a L2 EV charging outlet. #allarewelcome

4.92 out of 5 average rating, 289 reviews

A spacious dining area is highlighted by a wooden table surrounded by white chairs. A staircase with wooden railings leads to the upper level. Natural light fills the room through multiple windows, enhancing the warm wooden details of the walls and floor.

Loft in Portland

Large Loft—Walk to Breweries— Coffee Bar—King Bed

Located on outer Forest Avenue in Portland, Maine, Forest Loft is an impressive, custom built, 1 bedroom / 2 bathroom apartment with vaulted ceilings and plenty of space. Due to its close proximity to the breweries on Industrial Way, Forest Loft commonly welcomes craft beer fans from all over the world. Enjoy the proximity to popular amenities while only a short ride from downtown Portland. MAINE'S TOP HOST OF 2022 https://news.airbnb.com/celebrating-our-top-new-hosts-in-each-us-state-for-2022

Condo in Old Orchard Beach

The entrance sign of Ocean Park Meadows is prominently displayed, featuring wooden textures and flowing wave designs. The name 'Ocean Park Meadows' is artistically rendered in gold lettering, set against a blue background, surrounded by greenery and natural landscaping.

5 out of 5 average rating, 26 reviews

Lovely 2 bedroom condo, 400 ft from sandy beach

Enjoy a get away at this amazing 2 bedroom, full bathroom, condo located in one of Old Orchards Beach most popular condo communities. Relaxing 2 min. walk will bring you to miles of sandy beach. Modern kitchen with granite counter tops, private deck over looking salt water marsh. Take advantage of the many amenities with complimentary WIFI internet, air conditioning, washer/dryer, dishwasher, gas grill, linens furnished. Offers pool, pickleball, sauna, clubhouse, free parking, sorry no pets.

5 out of 5 average rating, 7 reviews

A cozy bedroom features a spacious bed dressed in fresh white linens with a nautical-themed throw blanket. Two framed black-and-white photographs are displayed above the bed. Soft lighting is provided by two bedside lamps, creating a calm, restful environment.

Apartment in Wells

Everything's "Well Ashore"- 1 mile to Wells Beach!

Welcome to 'Well Ashore', a charming 1-bedroom, 1-bathroom condo just 1 mile from the breathtaking Wells Beach- One of Maine's 7 -mile pristine sandy beaches. Ideal for couples or small families, this cozy retreat features a serene, nautical-inspired ambiance perfect for relaxation. Our condo is 4 miles from The Marginal Way, one of New England's most cherished coastal walks. This 1.25 mile scenic path offers stunning ocean views, plentiful benches, and an easy access to downtown Ogunquit.

5 out of 5 average rating, 12 reviews

A glass-enclosed sunroom features a heated indoor fitness pool beside a hot tub. Natural light floods the space, highlighting wooden decking and various potted plants. The view extends to a grassy outdoor area visible through transparent walls.

Home in Scarborough

Dreamy Indoor Pool/Hot tub/Sauna Near Beaches

Experience the luxury of your own solar-powered, eco-friendly spa getaway in Maine! Enjoy a private spa in a four-season sunroom, featuring a heated indoor fitness pool and hot tub. Boost your immune system with hydrotherapy, then step outside to a sauna and fire pit -a truly indulgent retreat. Plus, we’re just minutes from beaches, lighthouses, and Portland’s Old Port! Enjoy complimentary access to beautiful local beaches and parks with our included beach pass—yours to use during your stay!

4.98 out of 5 average rating, 253 reviews

The exterior of a charming three-story building is visible, adorned with a warm stucco finish. A seasonal pool in the foreground reflects the structure. Various patio seating options and an umbrella area create an inviting outdoor space, complemented by lush greenery in the surrounding garden.

Apartment in Rosemont

Maine Hacienda w/hot tub & seasonal pool

Our renovated suite at the foot of Deering Highlands is a 10 minute drive to downtown Portland. A cozy, quiet, modern space with a maritime edge. A short walk to Woodford’s corner and Forest Ave - home to many restaurants & coffee shops. The space includes a seasonal pool and year-round hot tub. Ideal for singles, couples or couples with one or two small children. A maximum of three adults can be accommodated. The hot tub is available all year. The pool is open early June to late September.

4.94 out of 5 average rating, 147 reviews

A bright kitchen area features modern white cabinetry and a spacious countertop. Barstools with woven seats are positioned at the counter. Natural light floods in through a nearby door, illuminating the polished wooden floor and light blue walls.

Cottage in Wells

Cozy Cottage with Ocean Views, Wells Maine

Ocean breezes, panoramic views of the Atlantic, comfortable cottage to relax & enjoy your time in Maine, what more could you ask for on a getaway?! This cozy cottage for 6 boasts near panoramic views of the Rachel Carlson preserve and the Atlantic Ocean. Tastefully decorated and newly updated, our cottage offers AC/heat, ceiling fans, fully equipped kitchen with dishwasher, outdoor gas grill, cable TV in all rooms, WiFi, cabled phone, skylights, in unit W/D & a large screened in porch.

4.97 out of 5 average rating, 137 reviews

A clear view of a heated pool surrounded by a spacious deck, featuring white lounge chairs and vibrant blue poolside furniture. Tall trees provide shade nearby, and a fence surrounds the pool area, ensuring privacy and safety. The open area beyond the pool includes green grass and additional cottage units.

Cottage in York

Tiny house living close to Ogunquit center!

The cottage was completely remodeled in spring of 2018. It is one of 21 cottages built in 1920. The back of the cottage is a rolling meadow and woods. It feels secluded, yet you are only a mile from all the wonderful happenings in Downtown Ogunquit, Perkins Cove & Ogunquit beach. Come enjoy the beach, shopping and amazing restaurants. Check out the Nubble Lighthouse, shop the outlets in Kittery or walk around Portsmouth NH. This tiny cabin is convenient to so much. Come rejuvenate!

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Popular amenities for Old Orchard Beach rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.95 out of 5 average rating, 40 reviews

A spacious backyard is captured, featuring a seasonal swimming pool bordered by a stone patio. A grassy area is visible, accented by trees and shrubs. In the distance, a playset is seen, providing a space for outdoor activities. The sky has a gentle evening glow.

Home in Kittery

Fantastic Kittery Home with Pool

BarbaraRating, 5 stars5 months ago

The house was perfect for my family and I- plenty of open space for the kids to play and a great yard- even in December with cold weather the kids loved the play gym outside!! The location was amazing with lots of things to do within a few minutes and the food scene was great. Thanks to Ned for a spotless home and great amenities!! We can’t wait to come back in the summer to use the pool!!

Home in Old Orchard Beach

A serene community pool is surrounded by a spacious deck with lounge chairs for relaxation. Tall trees in the background provide a natural setting, while neighboring homes are visible, enhancing the sense of community.

4.98 out of 5 average rating, 80 reviews

Faith Lane with community pool

MeghanRating, 5 stars8 months ago

Beautiful house! Lots of space and had everything you need for your visit. The community pool was great too. Very close to Portland and easy to get to other areas of Maine from the location. Jason was a great host and very responsive and helpful! Only minor complaint was mattresses upstairs were a little on the firm side but other than that the house was great!

4.97 out of 5 average rating, 31 reviews

A spacious deck features a hot tub with a privacy screen and comfortable seating arrangements. The outdoor furniture includes a sectional sofa and a low coffee table, all set under a large orange umbrella. Lush greenery surrounds the area, providing a sense of seclusion.

Home in Biddeford

Morgon-AshliRating, 5 stars4 days ago

Gorgeous house, peaceful area, a great back deck with pool and hot tub! Jey was a great host, very helpful and quick response time. The house was very clean and put together. I would totally recommend staying at jeys house!!

4.7 out of 5 average rating, 10 reviews

An outdoor pool area features a refreshing, built-in swimming pool surrounded by a wooden deck. Comfortable seating is arranged nearby, with colorful cushions adding a touch of vibrancy. Lush greenery is visible in the background, providing a natural privacy screen.

Home in South Berwick

Coastal Home Heated Pool, Hot Tub, Outdoor Kitchen

JuliaRating, 5 stars9 months ago

The place was fantastic! Looked just as pictured/described. We were a group of 8 adults and 4 kids and were very comfortable. The pool and hot tub were great, clean, and heated as promised. It felt private even though there were other units on site. The space is large and winding - a kids hide and seek dream :) lots of gathering spaces to hang out. John was super responsive and helpful. Thanks!!

4.82 out of 5 average rating, 110 reviews

A two-story home is presented, featuring a yellow exterior and dark blue shutters. A welcoming front porch is adorned with decorative elements. Lush green grass and various shrubs frame the entrance, while a driveway leads to a garage on the left side.

Home in Deering Center

There's No Place Like Home

JeremyRating, 5 stars8 months ago

Kathi’s place was great! Super close to the Downtown Portland/Old Port area. Kathi was a great host, extremely responsive and genuinely nice, plus she even made my family and I some delicious blueberry muffins for our stay! Her instructions were clear and she made us feel right at home! Would definitely stay again whenever we’re in the area!

4.83 out of 5 average rating, 42 reviews

Home in Kennebunk Beach

Kennebunk's Charming Beach Home

BrennaRating, 5 stars6 days ago

We had a wonderful stay. The house was spotless and beautiful with a fully stocked kitchen, super comfortable beds, and great amenities. Our kids loved the heated pool , hot tub, board games, and the easy walk to the beach. The location is also great and close to lots of restaurants and shopping. Stephanie was very kind, helpful, and quick to respond to any questions.

5 out of 5 average rating, 60 reviews

Home in Ogunquit

Ogunquit Village 5 BDR, Heated Pool, Walk to Beach

NatalieRating, 5 stars4 days ago

We had an amazing stay! The location was perfect. We loved being able to walk into town. The home was spotless and incredibly well stocked. The real highlight, though, was the outdoor space. We loved relaxing by the fire pit and in the plunge pool! The hosts clearly put a lot of thought into creating a welcoming and enjoyable space. Andrew was very proactive and communicative. We would absolutely stay here again!

4.88 out of 5 average rating, 24 reviews

The entryway features a welcoming front door with glass panels, flanked by two large planters with greenery. A wooden bench is positioned against the wall, providing a comfortable spot to sit. A welcome mat is placed at the entrance.

Home in Wells

Summertime Oasis with Inground Pool!

MelindaRating, 5 stars8 months ago

Great place to stay for a big family and kid-friendly! We had a fantastic trip and the host was super responsive. The living room area is even more beautiful in person. Highly recommend this place.

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Condo rentals with a pool

4.74 out of 5 average rating, 19 reviews

A spacious living area features a sectional sofa and a dining table surrounded by chairs. Large windows invite natural light and offer views of the outdoor balcony. A flat-screen TV is mounted on the wall, creating a comfortable space for relaxation or dining.

Condo in Ogunquit

Lovely 1 Bedroom condo with amazing ocean view

FrankRating, 5 stars10 months ago

Marko was outstanding with responses and caring about our stay. The location is perfect.. walking distance to everything! And the VIEW was more beautiful than the photos!

4.97 out of 5 average rating, 30 reviews

A serene view features a row of houses lining the water's edge, surrounded by natural greenery. The landscape includes telephone poles and nearby picnic tables, with the horizon showcasing a calm bay that reflects the soft light of the evening.

Condo in Wells

Cozy Beach Condo in Wells - Hot Tub & Pool!

EmilyRating, 5 stars1 week ago

Kathleen’s Ogunquit Airbnb is perfect! She has thought of everything you may need and more. Kathleen was responsive when needed and communicated helpful details throughout our stay. The location is fantastic and made exploring the Maine coastline very convenient. Thank you, Kathleen!!!

4.93 out of 5 average rating, 15 reviews

A sign marking the entrance to Gray Gull Cottage Condominium Association is displayed prominently. The sign is affixed to a post alongside a road, with a clear view of the surroundings, including a white fence and nearby buildings in the background.

Condo in York Beach

Cozy One bedroom condo near the beach with pool.

LaurenRating, 5 stars9 months ago

Kristin's cottage is a light filled cottage that is updated, clean and super comfy. I loved the location and how quiet it was as well. The addition of a pool was also such a nice to have. I will definitely be booking again soon. Can't wait to make this my every summer vacation spot!

jackRating, 5 stars7 months ago

The two-story residence is situated on a landscaped lot, featuring a wraparound porch supported by white columns. Window boxes add color to the exterior, complemented by a lush green lawn and a garden of flowers and shrubs along the front.

Condo in Cape Porpoise

Stars And Stripes

Absolutely our favorite place to stay!

4.98 out of 5 average rating, 44 reviews

The inviting studio features a calming color palette with beach-themed decor. A spacious bed, adorned with crisp linens, occupies the center. A cozy seating area with blue armchairs complements a round, mosaic table. Natural light enters through the windows, enhancing the airy atmosphere.

Condo in Ogunquit

Lovely Seaglass Studio, Pool, Walk to Everything!

IanRating, 5 stars7 months ago

I booked this place because of reviews indicating the place was clean, spotless and I can confirm it was. It's right off of Highway 1, about 20-min walk from the town center. Thank you Denise for being a great host and for being very responsive and flexible.

4.84 out of 5 average rating, 56 reviews

A cozy seating area is shown with a compact sofa and an ottoman positioned on polished wooden flooring. Natural light filters through the skylights and window. Nautical-themed artwork is displayed on the wall, complemented by decorative wooden oars arranged above the sofa.

Condo in York Beach

Little Nubble Nook - Beach Condo

SkylarRating, 5 stars8 months ago

Great little spot right between short and long sands! Clean, well equipped (sand toys and boogie boards and chairs!), and Tara was very helpful when we couldn’t find the location driving in at night. Would definitely rent again!

4.91 out of 5 average rating, 91 reviews

A spacious saltwater pool area is surrounded by lounge chairs and umbrellas. The pool features a relaxing curve and clear blue water, set against a backdrop of well-maintained landscaping and neighboring buildings. The concrete deck provides ample space for sunbathing and relaxation.

Condo in Wells

Starfish Condo Wells Beach

WendyRating, 5 stars3 weeks ago

This was a great find and enjoyed our 3 week there - We got to meet a few neighbors, and they were very nice as well - Very close to restaurants and Wells Beach - WIFI worked great as I work from home and the tip about leaving the second car at the Wells Transportation Center helped a lot ! Danielle was great with communication and rules - We would stay here again