
Holiday rentals with a pool in Phippsburg
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Top-rated rentals with a pool in Phippsburg
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.
Great locationGreat stayClean

Privacy, River, Pond, A frame Hot Tub EPIC Views,
14 Acres Secluded A-frame nestled along Clean Crooked River, Hot tub with breathtaking VIEWS and world-class fishing. Swim in the river, private pond or explore hiking trails right from your door. Central AC - Gas Fireplace - Modern Kitchen. Just minutes from pristine lakes, primo golf courses, and thrilling ski slopes, this charming private oasis offers an ideal mix of tranquil relaxation and outdoor adventure. Invite a private chef, florist or yoga teacher to fully unwind. Heated bath floors.
Great locationQuiet surroundingsSafe

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
Great locationGreat stayQuiet surroundings

"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 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, no loud partying after 10 pm. City of Portland License #: STHR-004465-2022
Great locationNear marketsGreat stay

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
Great locationNear marketsQuiet surroundings

Luxury Oceanview Retreat | Mins from Dock Square
Minutes to Dock Square, beaches, and local restaurants. Escape to Cape Porpoise, Kennebunkport. Sea Glass is a luxury 1BR condo with ocean views, fire pit, designer interiors, a seasonal pool & LOCATION. Relax by the fire pit, walk to shops, explore the beaches, and enjoy a coastal retreat year-round. Perfect for getaways, remote work, or a classic Maine coast vacation. Experience Maine’s winter charm, spring beauty, beautiful summer and fall foliage at SeaGlass. Permit Number: STR-0008560

Unique church accommodation • Sebago Lake • Pool • Fire pit
Stay in a beautifully renovated 125 year old church near Sebago Lake. Holy Shiitake House is a one of a kind retreat where historic charm meets modern comfort, creating a unique getaway perfect for families, friends, and group trips. Relax in the open living space, gather around the fire pit under the stars, or spend the day exploring nearby Sebago Lake, hiking trails, and local beaches. This Casa Collective retreat blends cozy character with thoughtful amenities for the perfect Maine escape.

There's No Place Like Home
Our home is filled with cozy spaces to relax and unwind. From the outside deck and pool to the quaint private bedrooms! This family friendly BnB provides a kitchen, dining room and two living areas for a vacation haven . This home has the feel of a true BnB, yet the entire space is dedicated to our guests. We are on site in our in-law quarters, so are close at hand for questions and help if needed. Our home is located in a convenient, quiet and safe neighborhood with off street parking.
Great locationStylish designClean

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 a small child. A maximum of three adults can be accommodated. The hot tub is available all year. The pool is open early June to late September.
Great locationGreat stayExcellent service

Retreat In The Orchards
Retreat to this converted barn loft to enjoy the best of Maine in all her glory. Surround yourself in spring blossoms, stay cool in the pool this summer, apple pick in the fall, cross country skiing just outside the door and 5 min to Lost Valley this winter. Revel in it all on this beautiful property! Walk to Wallingford's for apples, or donuts. Curl up with a book in the loft. Hop on the Peloton or add on a sauna session to round out your experience. Something for everyone.

Steep Falls Escape, river & falls just steps away
Bright and pleasant 1 bedroom apt with separate entrance, gas fireplace, enclosed porch and large kitchen. Spacious yard to enjoy with pool, fire pit, grill and outdoor seating. Steep Falls is a rural village. Our home is a 5 min walk to the Saco River a favorite destination for canoeing, kayaking or tube floating (after the spring run off!) It is just a 10 min drive to the boat launch for Sebago Lake, one of Maine's largest and most beautiful bodies of water.
Great locationCleanExcellent service

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
Great locationWell-equipped facilitiesStylish design
Popular amenities for Phippsburg rentals with a pool
House rentals with a pool

Epic Views, 9Mi SR, GameRm

35x18Pool| Hot Tub| Private Oasis w/ Deck | Yard

Our Beach House Getaway
Great locationCleanQuiet surroundings

Old Falls Retreat-4BR w Gorgeous River View & Pool

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

Designers Dream Home with Pool!

Dog Friendly Midcoast Cape
Great locationWell-equipped facilitiesGreat stay

The Getaway - A River Paradise
Condo rentals with a pool

30 second walk to Beach- Pool-Outdoor Shower
Great locationWell-equipped facilitiesGreat stay

Stars And Stripes

*GRAND VICTORIAN*MODERN *OCEAN VIEWS* 3 BEDRM
Great locationWell-equipped facilitiesClean

Condo in Old Orchard Beach

RARE 3 Bedroom at the Resort at Goose Rocks Beach

Lovely 2 bedroom riverside condo with pool
Great locationGreat stayWell-equipped facilities

Steps to Beach, Pier, Park | Condo with Pool • 6

Family Vacation Home walking distance to Beach
Great locationQuiet surroundingsFriendly host
Other holiday rentals with a pool

Treehouse Farm - Sebago

Cottage by the sea

Willow Creek Homestead Indoor Pool Lake Access

Luxe Liberty: Getaway with Heated Indoor Pool!
Great locationWell-equipped facilitiesFriendly host

Quiet, fully furnished house in the woods.

Heart of Rockland Maine

Hemlock Creek

4 Bedroom Riverside Home with Large Historic Barn
Great locationGreat stayFriendly host
Quick stats about holiday rentals with a pool in Phippsburg

Total holiday rentals
Explore 10 holiday rentals in Phippsburg

Nightly prices starting at
Phippsburg holiday rentals start at $292 AUD per night before taxes and fees

Verified guest reviews
Over 20 verified reviews to help you choose

Wi-Fi availability
10 of Phippsburg holiday rentals include Wi-Fi access

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

4.9 Average rating
Phippsburg stays are highly rated by guests—averaging 4.9 out of 5!
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- Sebago Lake
- Popham Beach, Phippsburg
- Scarborough Beach
- Popham Beach State Park
- Pemaquid Beach
- Willard Beach
- East End Beach
- Pemaquid Point Lighthouse
- Gooch's Beach
- Coastal Maine Botanical Gardens
- Wolfe's Neck Woods State Park
- Crescent Beach State Park
- Funtown Splashtown USA
- The Camden Snow Bowl
- Palace Playland
- Hills Beach
- Maine Maritime Museum
- Rockland Breakwater Light
- Portland Museum of Art
- Bradbury Mountain State Park
- Farnsworth Art Museum
- Fortunes Rocks Beach
- Aquaboggan Water Park
- Bug Light Park
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