
Vacation rentals with a pool in Scarborough
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Scarborough

Total vacation rentals
Explore 240 vacation rentals in Scarborough

Nightly prices starting at
Scarborough vacation rentals start at $69 CAD per night before taxes and fees

Verified guest reviews
Over 3,570 verified reviews to help you choose

Family-friendly vacation rentals
130 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
230 of Scarborough vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Scarborough rentals

4.8 Average rating
Scarborough stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated rentals with a pool in Scarborough
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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.

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)!

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

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!

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.

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)

"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

Apt in Victorian Mansion w/ Hot Tub, Parking, Pool
Contemporary styling with old-world charm, the Apartment in the Leonard Bond Chapman House offers a relaxing stay only 10 min to downtown. Whether you plan to soak in the shared hot tub, cool down in our seasonal pool, or relax by one of our fire pits, our half-acre yard offers a tranquil stay. The apartment boasts a newly renovated bathroom, radiant heated floors in both kitchen & bath, and a chef's kitchen. This grand apartment won't disappoint. L2 EV charging outlet on site #allarewelcome

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!

OOB Oasis: 6BR Home w/ Private Pool Near Beach
Welcome to our stunning home and your private oasis in Old Orchard Beach! Just 5 minutes from the ocean, this expansive custom-built home offers 3 suites (each with its own private bath), a gourmet kitchen with high-end appliances, a sprawling open floor plan, and ample parking for large groups. Step outside to enjoy a large fenced backyard, spacious deck with BBQ grill, new hot tub and sparkling in-ground pool; perfect for summer fun, fall gatherings, or relaxing after a day at the beach.

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.

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!
Popular amenities for Scarborough rentals with a pool
House rentals with a pool

There's No Place Like Home

Oceanfront Cottage 3 in OOB

Pool+Hot Tub+Sauna Near Beaches Spa Retreat

Spectacular 3 Bed Resort Cottage

Bubbles & Pines - Pool, HotTub, Lg Deck, ME Coast

Maritime Meadows – Charming Resort-Style Home!

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

1 mile to OOB pier | Outdoor fire pit | Game room
Condo rentals with a pool

Starfish Condo Wells Beach

Newly designed one-bedroom condo- heart of OGT

Steps to Wells Beach + Pool | Coastal Retreat

Two-Bedroom Condo on the Wells/Ogunquit town-line

OOB Beach Suite|2 Queen Beds | Pool|Sleeps 4 (#10)

Luxury Coastal Retreat | Mins from Dock Square

*GRAND VICTORIAN*MODERN *OCEAN VIEWS* 3 BEDRM

Airy and Comfortable Upstairs Condo
Other vacation rentals with a pool

Crosswinds Cottage 17

Quiet 2BR Suite · Saltwater Pool · Walk to OOB

OceanFront Pool + Sauna | 2BR at Grand Victorian

Brand new 2 b/r tiny home, 5 minute walk to beach

Four Story Townhouse With Ocean View 55

Saco/Old Orchard Beach Cottage

Large Families! One Mile to Biddeford Beaches!

Saco Cozy Cottage! Minutes From Old Orchard Beach!
When is the best time to visit Scarborough?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $272 CAD | $326 CAD | $351 CAD | $383 CAD | $301 CAD | $368 CAD | $475 CAD | $472 CAD | $278 CAD | $282 CAD | $230 CAD | $278 CAD |
| Avg. temp | -4 °C | -3 °C | 1 °C | 7 °C | 13 °C | 18 °C | 21 °C | 21 °C | 16 °C | 10 °C | 4 °C | -1 °C |
Destinations to explore
- New York Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- Quebec City Vacation rentals
- Jersey City Vacation rentals
- Portland Vacation rentals
- Newark Vacation rentals
- Mont-Tremblant Vacation rentals
- Newport Vacation rentals
- Providence Vacation rentals
- Salem Vacation rentals
- Bar Harbor Vacation rentals
- Apartment rentals Scarborough
- Serviced apartment rentals Scarborough
- Condo rentals Scarborough
- Rentals with breakfast Scarborough
- Boutique hotels Scarborough
- Rentals with beach access Scarborough
- Hotel rooms Scarborough
- Pet-friendly rentals Scarborough
- Beachfront rentals Scarborough
- Cottage rentals Scarborough
- Family-friendly rentals Scarborough
- Beach house rentals Scarborough
- Cabin rentals Scarborough
- House rentals Scarborough
- Rentals with a kayak Scarborough
- Guesthouse rentals Scarborough
- Townhouse rentals Scarborough
- Rentals with a hot tub Scarborough
- Private suite rentals Scarborough
- Rentals with a sauna Scarborough
- Waterfront rentals Scarborough
- Rentals with pools Cumberland County
- Rentals with pools Maine
- Rentals with pools United States
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Long Sands Beach
- Popham Beach, Phippsburg
- Short Sands Beach
- Willard Beach
- York Harbor Beach
- North Hampton Beach
- Scarborough Beach
- Cape Neddick Beach
- Footbridge Beach
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- Jenness Beach
- East End Beach
- Gooch's Beach
- Hills Beach
- Fortunes Rocks Beach
- Wallis Sands Beach
- Pleasant Mountain Ski Area
- Popham Beach State Park
- Wolfe's Neck Woods State Park
- Things to do Scarborough
- Things to do Cumberland County
- Cultural tours Cumberland County
- Food tours Cumberland County
- Water sports Cumberland County
- Things to do Maine
- Art workshops Maine
- Landmarks Maine
- Cultural tours Maine
- Water sports Maine
- Outdoors Maine
- Wildlife Maine
- Food tours Maine
- Things to do United States
- Dining United States
- Museums United States
- Shopping and fashion United States
- Cultural tours United States
- Architecture United States
- Workouts United States
- Art workshops United States
- Flying United States
- Wellness United States
- Food tours United States
- Wildlife United States
- Water sports United States
- Landmarks United States
- Performances United States
- Tastings United States
- Galleries United States
- Cooking United States
- Beauty United States
- Outdoors United States







