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

Heated Pool. Hot Tub. Game Room. Beach Nearby!
Welcome to The Tide Watch - our luxurious retreat, perfect for families or a group of friends! This stunning home features high-end furniture, a pool, hot tub & games including ping pong & air hockey. With kid-friendly amenities, everyone will feel at home. Relax, play & create unforgettable memories in this upscale oasis designed for fun & relaxation! Walk to small neighborhood beach 3 min drive to Jacknife Beach 6 min drive to downtown Chatham Experience Chatham with us & Learn More Below!

Ocean Edge: 2 bed/2 bath - Pools & Resort Access
Welcome to our spacious and well-appointed 2-bed, 2-bath condo with a private patio overlooking the golf course at Ocean Edge Resort. Access to resort amenities (additional fees apply) and restaurants. We acquired this condo in 2023 and are excited to host you! Perfect for families with kids or a group of friends! You will be a short walk from Ellis Landing Beach and CC Rail Trail and a short car ride away from 10 Brewster bay beaches. Route 6A offers shops, restaurants, art galleries and more!

4 BD slice of Harwich Heaven
Come to our beautiful, spacious, and comfortable home away from home. Near to many ponds, nature trails, and the Rail Trail bike path. 4 BDs (1 king, 2 queens, 2 twins), 2 1/2 baths, with AC, patio, and in ground pool. Four separate living spaces- cozy living room with large TV, sun filled family room, furnished basement (with entertainment center, perfect for kids & teens), and patio with a pool & BBQ grill- make our place perfect for family gatherings. There's plenty of room to spread out!

Ocean Edge Resort/Pool access/2bedroom-2bath Condo
Recently renovated end unit townhouse located in the heart of The OE Villages. Beautiful views towards the golf course, and southern exposure with lots of natural light, A/C, W/D and private patio with Weber grill and outdoor furniture. Sports Membership so Guest passes are available for purchase at Linx for use of pools, hot tubs and gyms. Additional costs for use of courts may apply. Bike rail trail, Ice cream store, great restaurants, coffee, beaches and Kayak/Bike rentals are all close by.

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!

Ocean Edge Resort-Pool Access-End Unit-2 bdr/2 bth
2nd floor Ocean Edge end unit condo located in the heart of Brewster with access to OE resort amenities: pools, gyms, tennis courts, as well as access to resort activities (fees apply). Easy access to Cape Cod Rail Trail for bicycles. Scenic route 6A offers arts & crafts galleries and local shops. A 10 minute car ride to a 36 hole Captains Golf course. Short ride to 10 Brewster bay beaches famous for tidal flats. A 30 minute ride to Cape Cod National Sea Shore. Welcome to your Happy Place!

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.

Centrally located mid Cape | Private Balcony
Enjoy Fall on the Cape! Welcome to Seas the Day! This beautifully decorated and cozy condo is located in West Dennis with easy access to all the best attractions. On a warm sunny day, take a 6-min drive to West Dennis beach, walk to the local restaurants, lounge on the balcony, or relax at the pool area. In the evening, prepare a home cooked meal in the full kitchen that is equipped with basic cooking tools and a dining table for two. End the night with a cozy movie on the SmartTV in bed.

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.

Modern Cape, Private Salt Water Pool, Beaches-Golf
Welcome to your perfect Cape Cod vacation! Nestled in the center of the Cape. Min. to 3 golf courses, 5 ocean beaches, lakes, bike trail etc. Vast serene private 1.5 acres adjacent to conservation land. Lighted Private heated salt water pool, Bocce Court, Putting green, corn hole, hammock, outdoor shower etc. Expansive double deck with awning . All essential amenities provided. Spacious Beautiful indoor/outdoor dining/entertaining. Pool heat 05/15 to 10/01

Beachfront Studio in Dennis Port w/ Kitchenette
Discover a relaxing Cape Cod retreat at this cozy beachfront studio in Dennis Port. Located just across the road from the resort's main buildings, this efficiency unit is perfect for couples or small families, and also includes shared outdoor seating and picnic space. Nestled on a private stretch of Nantucket Sound, it offers direct beach access and is close to historic towns, outdoor adventures, and delicious seafood dining. Your ideal beach getaway awaits.

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.
Popular amenities for Harwich rentals with a pool
House rentals with a pool

Beautiful Mashpee Home with Pool

House on Cape Cod with pool close to beach

Our families slice of heaven

Sunny Cape w/Private Pool, Steps to Private Lake

Centerville Oasis, Heated Saltwater Pool!

Coastal Retreat in Sandwich -Pool Access, Dogs OK!

Dog Friendly Cape Oasis | Pool+Beach |Tennis Court

Hyannis Port Coastal Escape – Pool & Walk to Beach
Condo rentals with a pool

Cozy Studio Just Steps Away From the Beach!

1BR 2nd Floor Condo with pool

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

Ocean Breeze

Hidden Hideaway

Mid Cape Cod, 3 Season Haven by Bass River

Beachfront Complex in Hyannis

A Beautiful Es-Cape
Other holiday rentals with a pool

Waterfront Home w/ Dock, Heated Pool, Kayaks & A/C

Cape Cod Condo,Walk to Beach, near Nantucket Ferry

Town House for Cape Cod fun, by Bass River.

Vitamin Sea - # 8

Stylish & Modern Studio Condo - Steps to the Beach

Ocean Edge Townhouse/Pool Access

Classic Cape with Heated Pool, AC, King Beds

Skip to Beach, Cape Cod Condo!
Quick stats about holiday rentals with a pool in Harwich
Total rentals
170 properties
Nightly prices starting at
$138 AUD before taxes and fees
Total number of reviews
1.7K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Philadelphia Holiday rentals
- Mount Pocono Holiday rentals
- Jersey Shore Holiday rentals
- The Hamptons Holiday rentals
- South Jersey Holiday rentals
- Jersey City Holiday rentals
- Beachfront rentals Harwich
- Rentals with a washing machine and dryer Harwich
- Cottage rentals Harwich
- Rentals with a fire pit Harwich
- House rentals Harwich
- Family-friendly rentals Harwich
- Rentals with an EV charger Harwich
- Rentals with a kayak Harwich
- Luxury rentals Harwich
- Waterfront rentals Harwich
- Rentals with a patio Harwich
- Condo rentals Harwich
- Rentals with lake access Harwich
- Pet-friendly rentals Harwich
- Hotel rentals Harwich
- Rentals with breakfast Harwich
- Rentals with beach access Harwich
- Rentals with outdoor seating Harwich
- Rentals with a fireplace Harwich
- Boutique hotel rentals Harwich
- Apartment rentals Harwich
- Fitness-friendly rentals Harwich
- Rentals with a hot tub Harwich
- Private suite rentals Harwich
- Bed and breakfasts Harwich
- Rentals with pools Barnstable County
- Rentals with pools Massachusetts
- Rentals with pools United States
- Cape Cod
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Onset Beach
- Sea Street Beach - East Dennis
- White Horse Beach
- Coast Guard Beach
- Chapin Memorial Beach
- Pinehills Golf Club
- Nauset Beach
- Lighthouse Beach
- Inman Road Beach
- Town Neck Beach
- Ellis Landing Beach
- New Silver Beach
- Nickerson State Park
- Falmouth Beach
- Cape Cod Inflatable Park
- Scusset Beach
- Peggotty Beach
- Cahoon Hollow Beach
- Kalmus Park Beach