
Holiday rentals with a pool in Hyannis
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Hyannis
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Stunning Cape Home - Inground Pool, 5 Min To Beach
Stunning in-ground pool HEATED in May, June, Sept, Oct only. Just 5 minutes from Craigville, Dowses and Covell's Beach! Perfect for mid-size groups or families, this home sleeps 8 and boasts a dreamy, private, fenced-in backyard w/ a, pool house w/ TV & bar, outdoor shower, and cozy patios. Complete w/ all your beach essentials. Conveniently located, we're 13 minutes from Mashpee Commons and 10 minutes from local grocery stores, local bakeries& restaurants. Central to all the Cape has to offer!

Beachside Retreat pool&spa bball court
Have you always dreamed of a getaway on Cape Cod at what feels like your very own private resort? Here it is! All amenities of a resort made privately available to you, all in one place. Take a swim in this magnificent pool, workout at the gym, relax in the jacuzzi, unite all around the fire or the pool table, gather a team to play basketball or soccer, let the kids play in the playground or the arcade while you cook in your outdoor kitchen or bathe in the sun by the pool. Live the way you dream

Hyannis Port Coastal Escape – Pool & Walk to Beach
Welcome to "The Sand Box” in Hyannis Port, our Cape Cod Rental. We can’t wait to answer all your questions about our property! Our home is 4 bedroom, 2 full bath that was fully renovated in October of 2021. It’s walking distance to two beaches and central to many more across Barnstable. Lush outdoor entertainment area with an in-ground pool and patio with an outdoor gas grill. 5 minute drive from downtown Hyannis. It’s a fantastic getaway for 4 couples or for a whole family. Cert# C0457270200

XL Estate: 2 Homes-Pool-Tennis-Game Barn - 20 ppl
Our Cape Cod Estate is truly one of a kind. This 2+ acre retreat boasts an extraordinary design built in the 1800s and updated with modern luxuries. Enjoy room for up to 20 guests with two homes, a separate bar and game barn and tons of amenities! Centrally located within 5 minutes of three public beaches, shops, dining & golf! The perfect getaway for family reunions, group vacations, wedding parties, corporate retreats, and more! SUMMER MONTHS: - Weekly bookings only - Saturday to Saturday

Private Pool, near beaches, 3 BR/3 BA, Central Air
Enjoy the Barnstable historic seaside village of Cotuit in this sprawling house with central air, nestled in the pines on a quiet street with private gated (unheated) pool, lg. backyard, firepit, ample parking, just blocks from Main St, Ropes Beach, scenic ocean views, fort playground, and Kettleer baseball. Each bedroom has a TV and ensuite bathroom! Relax in the seasonal sunroom overlooking the pool; grill burgers on the patio. Max. 9 (6 adults). Pool open 6/20-9/15/24. The reviews tell all!

"Cape Escape" luxury home w/pool & beach access.
Welcome to the Cape Escape! Enjoy views of Spectacle Pond from the 70 ft. deck of this recently renovated 5 bed/3 bath spacious home meeting all your needs! Relax by the in-ground pool in the private enclosed yard. Enjoy nights around the fire-pit. Directly across the driveway you can enjoy kayaking, sunbathing & swimming at the neighborhood beach. Within 6 miles of the home you will find the historic Sandwich boardwalk, Ocean beaches, Cape Cod Canal and more! Perfect for family gatherings!

Barnstable, Relaxing, Great Location, Clean!
🏡 Charming historic home blends comfort, privacy, & a prime Cape Cod location, making it the perfect spot for your family retreat. ☀️ Spend your summer days swimming in the pool (open through Sept 9), cooking meals in the well-equipped kitchen, or exploring the area’s beautiful beaches, local breweries, and dining spots. 🌳 Our well-kept home sits on a full acre of land, bordering the Cape Cod Organic Farms, offering a peaceful and scenic backdrop for relaxation after a day of adventure.

Luxury Home w/ Salt Water Pool Overlooking Ocean
Welcome to your dream Cape Cod getaway! Our brand-new, fully renovated 4-bedroom, 5-bath luxury home offers breathtaking views of Buck’s Creek and Nantucket Sound, creating the perfect backdrop for your vacation. Inside, you'll find a stunning cathedral-ceiling living room designed for relaxation and gathering. The chef’s kitchen features a massive 15-foot eat-in island, perfect for family breakfasts or evening cocktails. Each of the spacious bedrooms offers comfort and privacy.

Renovated Cape Oasis W/ New Pool and Game Room!
10 guests · 4 bedrooms · 7 beds (including pull-out sofas) · 3 bathrooms · Private Pool · Game Room · 1 Mile to Beach Welcome to your perfect Cape Cod escape in Hyannis, MA! Located on a quiet cul-de-sac, this fully renovated vacation home offers the perfect mix of luxury, comfort, and fun. Enjoy a private, resort-like experience just minutes from the beach, Main Street, and all the best of Cape Cod.

Cute Cottage Near Beach & Main Street 3BR/3BA (15)
Stay at a charming 3-Bedroom cottage in a beautiful setting within walking distance to Cape Cod's warm sandy beaches and Main Street Hyannis. Captain Gosnold Village is ideally located within a short walk from three of the Cape's best beaches and nestled between picturesque Hyannis Port and the vibrant atmosphere of Hyannis Harbor with its island ferries, sightseeing and fishing charters.

Townhouse on the beach, pool, walk to Main St.
Bright and sunny, beautifully furnished townhouse in oceanfront Yachtsman resort in Hyannis. 3 bedrooms, 3 1/2 bath, bonus room on the lower level. Amazing ocean view, private deck. Private beach, meticulously landscaped grounds. Walk to private beach, Hyannis marina, historic Main St. Breathtaking ocean views! Pool is open Memorial day to Labor day and only on weekends in June.

Hot Tub, Game Room, near mayflower beach
Your family will be close to everything when you stay at this centrally-located place. 3 miles to Mayflower beach and Coorporation beach. 10 minutes to Harwich port and Chatham. Great location. Private new hot tub. 4 bedrooms. Sleeps up to 12. Game room fire pit bbq and so much more. Create your cape memories year after year at this perfect cape cod gem. No parties.
Popular amenities for Hyannis rentals with a pool
House rentals with a pool

Tranquil Home with Pool, Fireplace, and Game Room

ShoestringBayHouse, waterfront & pool in Cotuit

Sunny Cape w/Private Pool, Steps to Private Lake

Cape Cod Lakefront Home

Coastal Retreat in Sandwich -Pool Access, Dogs OK!

Sippewissett Forest Magic by the Sea

New Construction Home with Pool in N. Falmouth

Winslow Acres [heated] Pool Escape; pool May-Oct
Apartment rentals with a pool

Cozy Studio Just Steps Away From the Beach!

Ocean Edge 2 Bed 2 Bath, Golf & Free Resort Access

Hidden Hideaway

Ocean Edge Resort-Pool Access-CentralAC-2 bdr/2bth

Condo in Falmouth MA

Ocean Edge Resort/Pool access/2bedroom-2bath Condo

Beachfront Complex in Hyannis

Oct + Nov Discount | Central | Private Balcony
Other holiday rentals with a pool

Oceanfront location with amenities

Beautiful Mashpee Home with Pool

5-bedroom Cape with a pool and yard games.

House on Cape Cod with pool close to beach

Modern Cape, Private Heated Pool, Beach, Golf

Getaway with pool

Bright and Lovely Cottage With Community Pool

Steps to the Beach & Heated Pool!
Quick stats about holiday rentals with a pool in Hyannis

Total holiday rentals
Explore 50 holiday rentals in Hyannis

Nightly prices starting at
Hyannis holiday rentals start at $116 SGD per night before taxes and fees

Verified guest reviews
Over 2,480 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
50 of Hyannis holiday rentals include wifi access

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

4.8 Average rating
Hyannis stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Rentals with a washing machine and dryer Hyannis
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- Rentals with a hot tub Hyannis
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- Family-friendly rentals Hyannis
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- Rentals with pools Barnstable
- Rentals with pools Barnstable County
- Rentals with pools Massachusetts
- Rentals with pools United States
- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Onset Beach
- White Horse Beach
- Horseneck Beach State Reservation
- Coast Guard Beach
- Pinehills Golf Club
- Chapin Memorial Beach
- Island Park Beach
- Inman Road Beach
- Lighthouse Beach
- Minot Beach
- Nauset Beach
- South Shore Beach
- Town Neck Beach
- Ellis Landing Beach
- New Silver Beach
- Linnell Landing Beach
- Peggotty Beach
- Nickerson State Park




