
Holiday rentals with a pool in Hyannis
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Top-rated rentals with a pool in Hyannis
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

“The Hideaway” Private Guest Suite/Pool/Beach Pass
Enjoy a bit of Cape Cod in a friendly and walkable neighborhood of lush green trees , flower gardens, and a walking trail. Less than 1 mile from Centerville's shops and restaurants. Less than 2 miles from Craigville Beach and its beachside walk up shanty’s for lunch. A small beach on Lake Wequaquet is only 2 miles down the road . Main street Hyannis, a walkable downtown with many shops and restaurants is a quick 10-minute drive. Ocean marinas, and ferries to the islands, are a 15 minute drive.

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!

Rock on Wellfleet!
A wonderful Wellfleet location! This second floor rental has a spacious bedroom with a queen bed, bathroom with a tub and living area with a well stocked kitchen. You would have the whole upstairs to yourself with a private door to come and go. You are also invited to use our pool at anytime! We're located very close to the Cape Cod Rail Trail for miles of bike riding, PB Boulangerie Bistro, Marconi Beach, the iconic Wellfleet drive-in and so much more. Bedding, towels and essentials provided.

Spectacular beach & pool combo; beautiful sunsets!
Close to airport, you’ll love backyard beach, water view, pool/grass yard, ambiance and outdoors space. Beach & Pool (POOL HEAT STARTS SUMMER, ENDS 9/1) is a hard to find combination!! Location is private, yet it's close to the 3 largest towns on Martha's Vineyard. Great for couples, families (with kids), and big groups. Enjoy dinner with the indoor/outdoor Sonos music system during a beautiful sunset! NOTE; Rate increase in high season, pool/spa is a combined unit & ONLY heated in summer!

The Sea Salt Studio - Steps to the Beach!
Gorgeous studio (Unit #1) only 175 yards from white sand Glendon Road beach. Soak up the sun at the beach, relax by the pool or enjoy a relaxing cocktail on your own private patio. This studio is equipped with a fridge, microwave and gas stove as well as a fully stocked kitchenette and cable/Roku TV. A futon couch offers extra sleeping space, if needed. Outside, enjoy a natural gas grill. Walk or bike to multiple restaurants, ice cream shops and all the amenities Dennis Port has to offer.

Carolyn's Bass River Condo
This 600 Sq. Ft. condo is located on Bass River. This vacation unit has two levels. The upper level with balcony overlooking Bass River is a combination living room/dining area with a kitchenette plus a full bathroom. The lower level with access to patio is a bedroom with a Queen pillow top bed and a full bed plus a second full bath. Both levels have through the wall AC/heating units. The 18 unit condo complex has an outside heated pool which is open during summer season.

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.

Upscale Secluded Home w/Central AC, Pool & Firepit
Experience the charm of Centerville, a quaint village on Cape Cod! This property is 1.7 acres with beautiful coastal scenery. Centerville offers a peaceful vibe loved by visitors and locals. Enjoy the serene Centerville Lakes or our stunning Saltwater Private Pool! 5 mins to Craigville Beach 5 mins to Wequaquet Lake Boat Ramp- one of Centerville’s largest and most scenic lakes. 8 mins to downtown Osterville 10 mins to Ferry to Nantucket and MV 10 mins from Hyannis Airport

The Holly Cottage
Welcome to Centerville, enjoy this fully equipped 1 bedroom 1 bath home with an easy walk or ride to just about everything. Enjoy the nearby ocean and beaches, or take a ride downtown to Main Street for dining and entertainment. Only a short distance to the ferries for a day trip to the islands and you can be back in time to catch a concert at the Melody Tent. Enjoy your days by the pool and your evenings grilling out on the large deck or chatting with the koi fish.

Great Location. Near Beach & Main Street. Unit M1
Our home-away-from-home accommodations include this charming studio with lawn space, a private deck with outdoor furniture and a gas grill. The cottage is comfortably furnished and features a small kitchen. This cottage has a queen bed and a table with sitting area. The kitchen is nicely updated with updated with beautiful granite countertops and stainless steel appliances including an stove/oven, microwave, mini-fridge, toaster, coffee maker. Keurig, and kettle.

Seaview Summit | Ocean Views, Indoor Pool, Beach
Perched above the coastline with panoramic Atlantic views, Seaview Summit House is Plymouth's premier oceanfront retreat. Designed for discerning travelers seeking serenity, space, and sophistication. With a heated indoor pool, expansive outdoor living areas, and direct beach access just moments away, this stunning property delivers a five-star experience in every season. Book your stay today. You'll be glad you did.

Sleep 6 @ New Seabury w/ Pool Access, All Seasons!
Welcome to Your Coastal Getaway at The Mews, New Seabury – Mashpee, MA Tucked inside the beautiful New Seabury Country Club, our cozy Cape-style condo offers the perfect balance of relaxation and adventure on Cape Cod. Enjoy access to a private condo association pool just a 3-minute walk away, and a beach that is 5 min drive or 10 min bike ride or 30 min walk (walk cuts through golf course-ask host for directions).
Popular amenities for Hyannis rentals with a pool
House rentals with a pool

Harwich Haven: Pool & Fire Pit

Harwich House: Private Pool, Game Room & Putt-Putt

Modern Cape, Private Heated Pool, Beach, Golf

Spacious Retreat With Pool, Game Room & Fireplace

Centerville Oasis, Heated Saltwater Pool!

Sunny Cape w/Private Pool, Steps to Private Lake

Walk to the beach or sit poolside! Updated studio!

Game Room- Movie Projector- Holiday Heaven
Condo rentals with a pool

Cozy Studio Just Steps Away From the Beach!

Ocean Edge Resort-Pool Access-End Unit-2 bdr/2 bth

1BR 2nd Floor Condo with pool

Comfy Cape Escape! Spacious, Cozy, Close to Beach!

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

Stylish & Modern Studio Condo - Steps to the Beach

Hidden Hideaway

Mary's Cape Escape
Other holiday rentals with a pool

Beachside Condo with Balcony - Oceanside Condos

Studio w/ Kitchenette & Patio in Cape Cod

Home in Sandwich with 5 star Resort Amenities

1 bedroom apartment located 5 minute walk to beach

Heated Pool, Luxury Kitchen & Peaceful on Cape Cod

Just steps to the beach!

Heated Indoor Pool & Spa - Golf Course View

Skip to Beach, Cape Cod Condo!
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 $99 AUD per night before taxes and fees

Verified guest reviews
Over 2,520 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Hyannis holiday rentals include Wi-Fi 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
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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
- Coast Guard Beach
- Pinehills Golf Club
- Sandy Neck Beach
- New Silver Beach
- South Shore Beach
- Lighthouse Beach
- Cahoon Hollow Beach
- Nickerson State Park
- Cape Cod Inflatable Park
- Popponesset Peninsula
- Sea Gull Beach
- Skaket Beach
- Race Point Beach
- Scusset Beach State Reservation
- Nauset Beach
- Saquish Beach
- Sandwich Glass Museum




