Holiday rentals with a pool in Old Orchard Beach

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Old Orchard Beach

  • Total holiday rentals

    Explore 180 holiday rentals in Old Orchard Beach

  • Nightly prices starting at

    Old Orchard Beach holiday rentals start at $84 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,790 verified reviews to help you choose

  • Family-friendly holiday rentals

    110 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    170 of Old Orchard Beach holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Old Orchard Beach rentals

  • 4.8 Average rating

    Old Orchard Beach stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated rentals with a pool in Old Orchard Beach

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
The large, historical home features a spacious outdoor deck adorned with string lights, creating a soft glow during twilight. The manicured lawn is visible in the foreground, while the house showcases a combination of large windows, highlighting the inviting interior ambiance.
Home in Falmouth
4.88 out of 5 average rating, 118 reviews

Large Historic 7 Bedroom home with Pool & Hot Tub

Very Unique, large historial home in beautiful Falmouth, Maine. Originally built in 1725, this nearly Three-Hundred-Year old Federal-style farmhouse still retains some original features. In the early 1900's, this home served as a bootleg hard cider mill, and more recently, an oriental rug business. Great place for families with kids to stay while enjoying coastal Maine and Portland. Less than a mile from Portland and 4 miles from the historic Old Port district. (Hot tub open year-round)!

Guest favourite
Home in Kennebunk
4.83 out of 5 average rating, 179 reviews

Beach House w/ Heated Pool · Fire Pit · Kennebunk

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!

Top Guest favourite
A heated pool is set within a stone patio, surrounded by lush greenery. Two lounge chairs are positioned nearby, while modern heating units stand along the patio's edge. The pool's clear water reflects the surrounding area, offering a serene outdoor retreat.
Home in Ogunquit
5.0 out of 5 average rating, 103 reviews

Ogunquit Village 5 BDR, Heated Pool, Walk to Beach

Welcome to your Ogunquit Oasis, a luxurious 5-bedroom beach house located on the edge of Ogunquit Village. Walk to the beach, restaurants, Perkins Cove, Marginal Way & everything in Ogunquit! The house features a heated pool that reaches 104 degrees, ideal for all seasons. Built in 2014, the house includes central air, three Ultra HD TVs, and wireless speakers. The dining table seats 10, with an outdoor living room, grill, & gas firepit. Each spacious bedroom offers plush bedding & ceiling fans.

Top Guest favourite
An aerial view captures the condo community and its proximity to Old Orchard Beach. The clear blue ocean stretches in the background, with sandy shores visible. The surrounding area includes recreational facilities and parking, illustrating the convenient access to nearby attractions.
Condo in Old Orchard Beach
4.97 out of 5 average rating, 33 reviews

Condo in Old Orchard Beach

Your Perfect Old Orchard Beach Getaway This beautiful condo (Unit 19), is the ideal retreat to experience the best of Old Orchard Beach! This family friendly property offers the perfect balance of comfort and convenience. Just a short walk to the pier, downtown, and the beach! Includes: - 2 bedrooms, each w/fan and balcony - Pool - Washer & Drier - 2 Smart TVs - Microwave - 4 burner cooktop - Kitchen Table - Sofa - Refrigerator - Toaster - Keurig - Parking for 1 vehicle (paid parking close by)

Top Guest favourite
A welcoming living area is furnished with two dark sofas adorned with vibrant orange cushions. A rustic coffee table is centered on a colorful area rug, while large windows allow natural light to fill the space, highlighting the wall art above.
Home in Portland
4.97 out of 5 average rating, 174 reviews

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

You 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 shops and restaurants. 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, quiet hours after 10 pm. No parties. City of Portland License #: STHR-004465-2022

Guest favourite
Condo in Wells
4.9 out of 5 average rating, 117 reviews

Starfish Condo Wells Beach

Enjoy the amazing sunrise as well as marsh and ocean views from this spacious just renovated one and a half bedroom condo with queen bed and queen Murphy bed. Fully equipped kitchen with granite counter tops and stainless steel appliances. Updated full bath with tub. Located within walking distance to many local area restaurants. After a fun filled day on the beach relax by the salt water pool or in the hot tub. Shared gas grill, picnic area, playground and basketball hoop. Parking for one car

Top Guest favourite
A vibrant view captures the amusement park, featuring a large Ferris wheel and colorful attractions. The beach stretches in the background, illuminated by a soft, pastel sunset. A lively crowd gathers below, enjoying the bustling atmosphere of the town square.
Condo in Old Orchard Beach
5.0 out of 5 average rating, 26 reviews

LUXURY OCEANFRONT CONDO Best Location on the beach

Renovated and luxuriously appointed 2 bedroom, 2 bath condo located directly on the beach, adjacent to the pier in prime 4th fl location of most desirable building in town. Oceanview & view of Palace Playland amusement park and the town square. All Old Orchard Beach restaurants and businesses within walking distance. Luxury upscale furnishings and soundproof deck doors and windows. Huge outdoor deck with bistro furniture, couch and chairs. Best view in town of weekly fireworks from your deck!

Guest favourite
Home in Old Orchard Beach
4.85 out of 5 average rating, 46 reviews

*Close to Beach*POOL* *5 Star Reviews*

New, beautiful 3BR/2.5BA home is ideal for your next family summer vacation! Located 1 mile from one of Maine's most popular beaches, this light & airy house is set up perfectly for a couple with main floor master bedroom & en suite bathroom, or plenty of room for the entire family with 2 comfortable bedrooms and bathroom upstairs. Amenities include community pool, wi-fi, Smart TV, and washer/dryer. Other nearby fun attractions include beach, golf courses, local shopping & fresh seafood.

Top Guest favourite
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
4.95 out of 5 average rating, 179 reviews

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.

Guest favourite
A charming beach house is featured, surrounded by sandy areas and an inviting outdoor space. An aqua parasol provides shade over a picnic table, while white lounge chairs are arranged nearby. The wrap-around porch, adorned with seating, extends from the house, enhancing outdoor relaxation.
Home in Old Orchard Beach
4.89 out of 5 average rating, 9 reviews

Oceanfront Cottage 3 in OOB

Escape to your very own slice of heaven with this stunning Oceanfront Cottage at Echo Motel! Situated to offer breathtaking views, this charming beach house is a sanctuary for families & friends. Step inside & the air-conditioned living area invites you to unwind after a sun-soaked day at the beach, while the full kitchen provides space for meal prep and casual dining. 4 bedrooms, 2 full bathrooms, a seasonal outdoor gas grill. Parking for 3 cars. Seasonal pool access mid May-Labor Day.

Top Guest favourite
A spacious suite is showcased with large windows allowing natural light. A comfortable couch faces a marble-topped coffee table, and a custom-built king bed is nestled against a natural pine headboard. The decor reflects minimalism, offering a peaceful setting for relaxation.
Apartment in Portland
5.0 out of 5 average rating, 113 reviews

Luxury Retreat In Back Cove | 10 Min to Downtown

Bike to downtown just 2 miles away. Ideal for a couple or family looking for a restorative getaway in a quiet, locals neighborhood. The architect owner designed and built this light-filled spacious eco-suite to meet the needs of the most discerning guest with luxurious accommodations. Organic and down-topped king mattress, linen bedding, spacious marble rain shower, deep soaking tub, fenced in backyard with deck, hammock, and pool - everything you need for a memorable Maine vacation!

Guest favourite
Home in Old Orchard Beach
5.0 out of 5 average rating, 14 reviews

1 mile to OOB pier | Outdoor fire pit | Game room

Welcome to your next summer vacation at this OOB beach getaway! This newly built 2-bedroom home is located in a quiet, beautifully maintained community with a seasonal pool, and it’s only a 5-minute drive (or 1 mile walk) to the beach. Ideal for family vacations, this beautiful home blends modern comfort with easy access to everything the area has to offer. Even better—the beach trolley stop is right around the corner, giving you a quick, car-free ride straight to the ocean.

Popular amenities for Old Orchard Beach rentals with a pool

When is the best time to visit Old Orchard Beach?

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Avg. price$341 NZD$505 NZD$645 NZD$671 NZD$453 NZD$456 NZD$591 NZD$591 NZD$338 NZD$351 NZD$380 NZD$394 NZD
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