
Vacation rentals with a pool in Harwich
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Harwich

Total vacation rentals
Explore 190 vacation rentals in Harwich

Nightly prices starting at
Harwich vacation rentals start at $125 CAD per night before taxes and fees

Verified guest reviews
Over 1,950 verified reviews to help you choose

Family-friendly vacation rentals
80 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
180 of Harwich vacation rentals include wifi access

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

4.7 Average rating
Harwich stays receive an average rating of 4.7 out of 5 from guests
Top-rated rentals with a pool in Harwich
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Pool. Hot Tub. Game Room. Walk to Beach. Luxury!
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!

“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.

Modern Cape, Private Heated Pool, Beach, Golf
Welcome to your perfect vacation/reunion in the center of the Cape. Min. to 3 golf courses, 5 ocean beaches, lakes, park, trails. Bright modern quality home, AC, enjoyable year-round. Vast serene private 1.5 acres adjacent to conservation land. Pool heated Memorial day weekend- last Sunday of Sept. Bocce Court, Putting green, Corn hole, Hammock, Outdoor shower, AC. Expansive double deck with awning. Beautiful indoor/outdoor dining/entertaining. All essentials provided. 7+ free parking.

Ocean Edge Resort-Pool Access-CentralAC-2 bdr/2bth
Modern 2nd floor 2 bed/2 full bath Ocean Edge condo located in the heart of Brewster with balcony overlooking the resort golf course. Access to OE resort amenities (additional fees apply). Easy access to Cape Cod Rail Trail. Scenic route 6A offers arts & crafts galleries, coffee places 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. 15 minute walk to Ellis Landing Beach, great sunsets! Central A/C and heat

Sea Salt Studio - Steps to Glendon Rd Beach
Funky studio (Unit #1) only 175 yards from a white sand beach on Nantucket Sound. 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.

"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!

Dennis Deluxe King Room | Full Studio w/ Kitchenet
Dennis Port Surf Club Boutique Hotel – Your ideal Cape Cod getaway at 329 Main Street. Newly renovated and family-friendly, we’re just 5 minutes from the beach and located on Route 28 near top dining, shopping, and attractions. Enjoy our outdoor pool, Jacuzzi, and mini arcade. Rooms include free Wi-Fi, microwave, and mini fridge. Steps from mini golf, arcade, bumper cars, and ice cream. Free parking and a welcoming stay for couples, families, and beach lovers. $85 pet fee not included

Beachwalk cozy studio with pool!
Your family will be close to everything at this central located studio in the heart of Dennis Port. Walkable 1/2 mile to Haigis Beach or relax by the shared pool! This furnished apt is perfect for 2 people/ baby with a queen bed, a newly renovated full kitchen with stove, fridge, Keurig, microwave and all essentials. Studio has air conditioning, smart TV with cable, Wifi, and access to back patio area with grill and furniture. Parking on premises. Beach chairs and beach wagon included!

5-bedroom Cape with a pool and yard games.
Five-bedroom and three-bath Cape style home with large fenced backyard and an inground pool. Various yard games are available - outdoor ping pong table and corn toss. Short distance to Pleasant Bay, freshwater ponds, and the ocean. Approximately five miles from downtown Chatham and Orleans Center. A variety of local shops, and restaurants, and catch the Cape Cod Baseball under the lights just minutes away. (Our pool is not heated - the opening and closing is weather dependent).

Harwich Haven: Pool & Fire Pit
Welcome to The Harwich Haven! This 4-bed, 3.5-bath retreat in Harwich, MA offers a spacious family room, modern kitchen, swimming pool, fire pit, two decks with outdoor dining, an outdoor grill, private fenced in yard, two newly renovated ensuite bathrooms with spa amenities and more. With easy access to beaches, restaurants, and shops, it's your perfect vacation getaway! Saturday to Saturday weekly rentals only July & August. 3 night Thursday to Sunday minimum in June.

Cape Cod Oasis: pool, hot tub, firepit & grill!
Over 4500 sqft of living space in the heart of Cape Cod, with an inviting pool, a hot tub, magnificent garden and expansive outdoor living space big enough to fit your entire party. Welcome to your own private resort! This beautiful custom-built center entrance colonial has room to roam, both inside and out. 5 beds, 5 baths, eco pool, The building is surrounded by lush landscape and tastefully decorated. Fully equipped chef's kitchen. Short drive to the beach!

Ocean Edge Townhouse/Pool Access
End unit townhouse located in heart of OE Villages with private patio, A/C & W/D. There’s no better way to experience all that Brewster has to offer than taking your family to stay at the Ocean Edge Resort. Just minutes off the property you will find yourself at the beach, on the golf course, or at one of the many excellent local restaurants. Unit has pool & fitness access for additional fees.
Popular amenities for Harwich rentals with a pool
House rentals with a pool

In-Ground Pool Oasis | 5 Min to Cape Cod Beaches!

House on Cape Cod with pool close to beach

ShoestringBayHouse, waterfront & pool in Cotuit

Heated Pool | 5 Min Walk to Beach | Dog-Friendly

Winslow Acres [heated] Pool Escape; pool May-Oct

CapeSearenity-Large Pool-Beach Passes-Family Fun!

Private Pool, near beaches, 3 BR/3 BA, Central Air

Luxury retreat, in-ground pool, 10-person hot tub
Condo rentals with a pool

1BR 2nd Floor Condo with pool

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

Resort Pools & Golf Views · Walk to Bay Beaches

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

Hidden Hideaway

Mary's Cape Escape

Mid Cape Cod, 3 Season Haven by Bass River

Ocean Edge Resort/Pool access/2bedroom-2bath Condo
Other vacation rentals with a pool

Renovated Cape Oasis W/ New Pool and Game Room!

Beach house in Hyannis with pool

Breezy Pool Retreat Near Mayflower Beach

Town House for Cape Cod fun, by Bass River.

King Bed Suite (Pet Friendly) in a great location

Bright and Lovely Cottage With Community Pool

Coastal Charm New Seabury: 5BRs with Private Pool

X Marks the spot
When is the best time to visit Harwich?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $418 CAD | $418 CAD | $557 CAD | $447 CAD | $574 CAD | $538 CAD | $669 CAD | $678 CAD | $508 CAD | $292 CAD | $231 CAD | $638 CAD |
| Avg. temp | 0 °C | 0 °C | 3 °C | 7 °C | 12 °C | 17 °C | 21 °C | 21 °C | 18 °C | 13 °C | 8 °C | 3 °C |
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