Holiday rentals with a pool in Wells

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Top-rated rentals with a pool in Wells

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

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Top Guest favourite
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
4.95 out of 5 average rating, 665 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
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.
Apartment in Cape Elizabeth
4.88 out of 5 average rating, 584 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

Guest favourite
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
4.83 out of 5 average rating, 163 reviews

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!

Top Guest favourite
A charming two-story white house features a covered porch with railing and a central double-door entry. Lush greenery and colorful flower beds surround the property, enhancing the welcoming appearance. Large windows invite natural light, and the roof is adorned with shingles.
Condo in Kennebunkport
5 out of 5 average rating, 27 reviews

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

Guest favourite
Condo in Wells
4.9 out of 5 average rating, 101 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 living room displays a gray tufted sofa adorned with decorative pillows and a green accent pillow. A round wooden tray holds two white candles on a leather ottoman. Two elegant lamps provide soft lighting, complemented by large windows draped with sheer curtains.
Apartment in Rosemont
4.97 out of 5 average rating, 465 reviews

Apt in Victorian Mansion w/ Hot Tub & Parking

Mixing contemporary styling with old-world charm, the Apartment in the Registered Chapman House offers a relaxing private stay, only minutes to downtown! Whether you plan to soak in the shared hot tub, cool down in our seasonal pool, or relax by the fire pit, our half-acre yard offers a tranquil experience. The apartment has a chef's kitchen, dining, and living room with gas fp. NB., use of the living room bed may incur a charge. Please ask There is a L2 EV charging outlet. #allarewelcome

Top Guest favourite
A spacious living area features large windows with natural light entering from outside, highlighting the blue walls. Comfortable seating includes a sectional and a leather ottoman. A decorative lamp and stylish clock add to the serene ambiance, while views of the surrounding greenery are visible.
Cottage in Wells
4.98 out of 5 average rating, 66 reviews

2 BR house, close to Ogunquit, w/ AC + golf cart!

One of the largest air-conditioned, 2 bedroom houses at the luxury Seaglass Village. Our cottage is located at the end of a quiet cul de sac, a short walk to the pools, hot tub, clubhouse, gym, and tennis court. We offer parking for 2 cars, a gas grill, in-unit washer and dryer, cable, wifi, desks, and a dining room table for 6 people. Beach and bath towels, pool noodles, and toiletries provided. We also offer a golf cart for free - which many other places charge an extra $400/week to use.

Top Guest favourite
Condo in Wells
4.98 out of 5 average rating, 51 reviews

Our Happy Place!

Our newly renovated coastal themed unit is located one mile from beautiful Wells Beach and directly behind Maine's famous Congdon's Doughnuts. The dining options are endless whether you're looking for something as casual as a food truck or overlooking the sunset from Billy's Chowder House; there's something for everyone. Please note, the pool, hot tub and outdoor amenities are typically available Memorial Day through early October. Guests must bring their own queen sheets and bath towels.

Top Guest favourite
A charming red schoolhouse, dating back to 1866, is surrounded by tall trees and a well-kept grassy area. The structure features white trim, large entrance doors, and a bell tower, evoking a sense of history and nostalgia.
Place to stay in Shapleigh
5 out of 5 average rating, 109 reviews

Romantic New England Historic Schoolhouse c1866

Winner of Maine Homes Small Space Design Award 2023 We are located on the private 80-acre Shapleigh Pond in the Southern Maine, an hour from Portland and two hours from Boston. Experience a bygone era in this restored Schoolhouse circa 1866 with many original details such as oversized glass-paned windows, wood plank floors, chalkboards, tin ceiling and more. Modern amenities such as fireplace, private hot tub, fire pit, gas BBQ and access to our pool (June-Sept), pond and tennis court.

Top Guest favourite
A charming cottage entrance is framed by lush green bushes and vibrant flowers. A brick path leads to a screen door, accentuated by a decorative window and window boxes. Mature trees provide shade, adding to the serene outdoor setting.
Guesthouse in Wells
4.97 out of 5 average rating, 29 reviews

Cozy and private guest cottage near the beach

Spend a care-free week near the beach! Everything you need is right here in this cozy seasonal cottage within walking distance to the ocean, great ice cream, and centrally located to all the antique shops, restaurants, and site seeing you can imagine. And if you get tired of the beach, hang out in our fenced in yard with an in-ground pool and fire pit! There is a 2 adult limit, and there are NO pets allowed. Free parking, wifi, cable TV Please note: Cottage is not handicap accessible

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, 166 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.

Top Guest favourite
Cottage in Wells
5 out of 5 average rating, 77 reviews

Paradise Found Minutes from Ogunquit | Heated Pool

Your Year-Round Oasis in Seaglass Village close to Ogunquit Maine! Nestled within a picturesque resort community in the heart of Maine, "Paradise Found" is more than just a cottage; it's your ultimate year round retreat. Immerse yourself in comfort and convenience with newly updated furniture, a modern kitchen featuring granite countertops, central AC and heating throughout the home, an in unit washer and dryer, wifi, cable and a delightful golf cart to explore this coastal haven.

Popular amenities for Wells rentals with a pool

When is the best time to visit Wells?

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Avg. price$410 AUD$413 AUD$390 AUD$284 AUD$277 AUD$331 AUD$398 AUD$420 AUD$319 AUD$299 AUD$293 AUD$366 AUD
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Quick stats about holiday rentals with a pool in Wells

  • Total holiday rentals

    Explore 270 holiday rentals in Wells

  • Nightly prices starting at

    Wells holiday rentals start at $15 AUD per night before taxes and fees

  • Verified guest reviews

    Over 6,680 verified reviews to help you choose

  • Family-friendly holiday rentals

    150 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    270 of Wells holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Wells rentals

  • 4.8 Average rating

    Wells stays are highly rated by guests—averaging 4.8 out of 5!

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