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From $575 per night (USD)
VRBO
Waterfront Fun! Swimming Boating Fishing Biking Relax @ Freshwater Bucks Pond!
Bedrooms:
3
Bathrooms:
3
Sleeps:
11
Lakeside Paradise will keep your family and friends entertained all week long! Half acre waterfront sanctuary boasts la ...
From $575 per night (USD)
VRBO
From $401 per night (USD)
VRBO
Family Friendly -Close to Red River Beach on Nantucket Sound
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Quiet, Serene, Solitude.... The Perfect Vacation Renewal Spot South Harwich Home completely renovated in 2016! 1 Mile to ...
From $401 per night (USD)
VRBO
From $178 per night (USD)
VRBO
Gorgeous lake beachfront private apartment with canoe, kayaks, & home theatre
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This 5 star ⭐⭐⭐⭐⭐ no compromise luxury apartment has the VRBO PREMIER host rating for consistently delivering outstandi ...
From $178 per night (USD)
VRBO
From $322 per night (USD)
Expedia
Comfortable 3+ Bedroom Home Near Pleasant Bay (1472)
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Enjoy this large Harwich 3+ bedroom home located in a scenic, well located neighborhood. Less than a mile to a sheltered ...
From $322 per night (USD)
Expedia
From $679 per night (USD)
VRBO
Harwich Port - Walk to Beach - A/C - Sleeps 8
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
**Please INQUIRE before requesting. We will be booking for summer 2026 beginning Sept 3.**Thank you for considering our ...
From $679 per night (USD)
VRBO
From $362 per night (USD)
Expedia
Spacious Harwich Home Near Round Cove (1116)
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This spacious home is located on a quiet cul-de-sac and boasts a big, pretty lawn. Central AC added in 2022. The first ...
From $362 per night (USD)
Expedia
From $483 per night (USD)
VRBO
4 BR, 3 BA Skinequit Pond view & access, short walk to Red River Beach
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Peaceful, private 4 BR, 3 BA (sleeps 10 comfortably, up to 12) south of Rte 28 at the end of a dead-end road abutting co ...
From $483 per night (USD)
VRBO
From $1458 per night (USD)
Expedia
Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach
Bedrooms:
4
Bathrooms:
7
Sleeps:
21
***SPECIAL: Last Week in August, 2025 - 20% OFF*** This warm and inviting 7 bedroom, 4 bath home sprawls over 4 stories ...
From $1458 per night (USD)
Expedia
From $378 per night (USD)
VRBO
Quiet Cul-de-Sac, Beach & Rail Trail Minutes Away
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
PROPERTY: This adorable and newly renovated house, is in a VERY quiet and private location tucked away in a neighborhood ...
From $378 per night (USD)
VRBO
From $349 per night (USD)
VRBO
Clean, Bright, and Spacious; Family Friendly!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Come experience the best of Cape Cod in this centrally located house! We take pride in managing this property ourselves ...
From $349 per night (USD)
VRBO
From $465 per night (USD)
VRBO
Beautiful Pet-friendly home-short drive to Red River Beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Charming, pet friendly, 2 bedroom conveniently located near all amenities and 2.5 miles to one of Cape Cods best beaches ...
From $465 per night (USD)
VRBO
From $439 per night (USD)
VRBO
Private Waterfront On Freshwater Pond With Beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Waterfront on desirable Bucks Pond!! Beautiful 4 bedroom 2 full bath property offering an open concept living room, dini ...
From $439 per night (USD)
VRBO
From $691 per night (USD)
VRBO
Walk to Beach, AC, Wifi, Central location
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
4 Bedroom - 3.5 Baths - Sleeps 10 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Ma ...
From $691 per night (USD)
VRBO
From $221 per night (USD)
VRBO
Convenient to beaches, shops and all Harwichport has to offer
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Close to Red River Beach! What a cutie-- this very clean 3 bedroom, 1 bath ranch boasts many exceptional features such ...
From $221 per night (USD)
VRBO
From $507 per night (USD)
VRBO
Great family rental!!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Classic cape house in great location. Come and bring the whole family and enjoy the best Harwichport has to offer. The h ...
From $507 per night (USD)
VRBO
From $817 per night (USD)
VRBO
California Contemporary, Walk to Beach, 1.3 Wooded Acres
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
The house is equipped with Medical Grade H13 HEPA Air Purification Filters throughout! Prestigious location within the ...
From $817 per night (USD)
VRBO
From $353 per night (USD)
VRBO
Family friendly home, walk to beach, central AC
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Charming Cape steps from beautiful 27 acre swimming pond in Harwich and 8 minute drive to ocean. Comfortably accommodate ...
From $353 per night (USD)
VRBO
From $214 per night (USD)
Expedia
Walk to Beach, AC, WiFi, Screened porch
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
3 Bedrooms- 1.5 Baths- Sleeps 6 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $214 per night (USD)
Expedia
From $422 per night (USD)
VRBO
Spacious w/ Beautiful Yard & Dogs Welcome!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: 17742 - A Wave From It All: Spacious w/ Beautiful Yard & Dogs Welcome! The Space: The Lower Cape boasts some o ...
From $422 per night (USD)
VRBO
From $337 per night (USD)
Expedia
Charming 3-bedroom house in fabulous Harwich 1 mile from Red River Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Consider this house your home away from home while you visit Harwich. With 3 bedrooms, 2 bathrooms, and essential amenit ...
From $337 per night (USD)
Expedia
From $535 per night (USD)
VRBO
HarwichPort 4 bdr 3 bath - Walk to Red River Beach - next to Wychmere
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
0.3 mi walk to Red River Beach! Short drive to downtown Harwichport and the Freedom Ferry to Nantucket! Great house for ...
From $535 per night (USD)
VRBO
From $510 per night (USD)
Expedia
Harbor View House: 094-H Modern Harwich Port Home with Water Views
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This property is professionally managed by Pretty Picky Properties Modern Harwich Port Home with Water Views NEW LISTI ...
From $510 per night (USD)
Expedia
From $447 per night (USD)
VRBO
Harwich Home with Sunroom near Red River Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Perfect Vacation Spot for Family Gatherings Escape to this charming vacation home, nestled in a peaceful neighborhood w ...
From $447 per night (USD)
VRBO
From $582 per night (USD)
Expedia
South Cottage: 2285-H Waterfront, Six Bedrooms, Free Boating Bonus!
Bedrooms:
3
Bathrooms:
6
Sleeps:
11
This home is professionally managed by Pretty Picky Properties Waterfront, Six Bedrooms, Free Boating Bonus! NEW Listi ...
From $582 per night (USD)
Expedia
From $569 per night (USD)
VRBO
Square Top: 661-O Spectacular Pleasant Bay Views, Free Boating Bonus!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This home is professionally managed by Pretty Picky Properties Spectacular Pleasant Bay Views, Free Boating Bonus! NEW ...
From $569 per night (USD)
VRBO
From $1666 per night (USD)
VRBO
Rambling 9 bedroom within walking distance to Red River Beach.
Bedrooms:
6
Bathrooms:
9
Sleeps:
14
Rambling 9 bedroom, updated home with layout flexibility (3 living rooms, 2 kitchens!). Perfect for families traveling t ...
From $1666 per night (USD)
VRBO
From $430 per night (USD)
VRBO
Two-story dog-friendly retreat with enclosed yard, playset, W/D, & firepit
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Sand Dollar Dreams Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $430 per night (USD)
VRBO
From $490 per night (USD)
Expedia
BOATHOUSE on Pleasant Bay - swim, fish, kayak, etc. right off your front porch.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Like living on a yacht without the rocking - originally built to house boats, the Boathouse is cozy like a ship with wat ...
From $490 per night (USD)
Expedia
From $614 per night (USD)
VRBO
Relax Close to Chatham & Orleans (2401)
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Nestled in a quiet neighborhood just off Route 28, this inviting Harwich home is perfectly situated for your Cape Cod es ...
From $614 per night (USD)
VRBO
From $2678 per night (USD)
Expedia
ON PLEASANT BAY - TOPSIDE MAIN HOUSE
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
<p>Located in Orleans, this 4-bedroom, 3.5-bathroom vacation home lets you experience it all. Fans of nature and the out ...
From $2678 per night (USD)
Expedia
From $575 per night (USD)
VRBO
Waterfront 3-BR House w Hot tub: kayak/canoe up the tidal river to Pleasant Bay!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Get ready to relax in this 3-bedroom house in Chatham. This wonderful riverfront property features a 7-person hot tub wi ...
From $575 per night (USD)
VRBO
From $1846 per night (USD)
Expedia
Exclusive Harwich Haven: Pool, Spa and More RPAM068
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to 8 Bascom Hollow, a truly luxurious Cape Cod escape. Located in East Harwich, this home offers tenants an exce ...
From $1846 per night (USD)
Expedia
From $441 per night (USD)
VRBO
Charming Cape Cod home, central to everything! Pet-friendly!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This charming Cape Cod home is central to all of the Cape. Our three bedroom, two bath home (+ outdoor shower!) is a gre ...
From $441 per night (USD)
VRBO
From $449 per night (USD)
Expedia
5 Min Walk to Red River Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: 17740 - Absolute Beach: 5 Min Walk to Red River Beach! The Space: Happiness in Harwich is hard to hide from. A ...
From $449 per night (USD)
Expedia
From $485 per night (USD)
VRBO
Refurbished South Orleans Antique Home Close to Pleasant Bay
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
2/10th's a Mile from Pleasant Bay Warm and inviting, this remodeled antique home with marshland views is within 2/10th' ...
From $485 per night (USD)
VRBO
From $387 per night (USD)
Expedia
Beautiful Cape home. Minutes from beaches, restaurants, bike paths & shopping.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Spacious and conveniently located. Close to supermarket, gas station, banks, post office, restaurants and more. Central ...
From $387 per night (USD)
Expedia
From $1072 per night (USD)
VRBO
Newly Renovated Guest House For 10 Near The Beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Welcome to our charming vacation house located in Harwich, Massachusetts! Our property is perfectly located near the bea ...
From $1072 per night (USD)
VRBO
From $1454 per night (USD)
Expedia
Heated Pool AC 1/2 Mile to Beach!
Bedrooms:
2
Bathrooms:
8
Sleeps:
20
Summary: 17739 - Deja Blue: Heated Pool AC 1/2 Mile to Beach! The Space: Accommodations for twenty people, a heated poo ...
From $1454 per night (USD)
Expedia
From $405 per night (USD)
VRBO
Secluded home with deck, grill, porch, fast WiFi, & W/D - great location
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
One Fish, Two Fish Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $405 per night (USD)
VRBO
From $853 per night (USD)
Expedia
Fido friendly Walk to Red River Beach - Sleeps 20 - Hot tub - Bring your boat!
Bedrooms:
5
Bathrooms:
8
Sleeps:
20
Last minute cancellation 8/9-8/16/25. Book 3 or 7 nights $550 per night. Discount price deducted at inquiry. Come and r ...
From $853 per night (USD)
Expedia
From $366 per night (USD)
VRBO
Explore Downtown and Pleasant Bay!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: 18836 - Sunny Escape: Explore Downtown and Pleasant Bay! The Space: Your Brewster vacation awaits, in this id ...
From $366 per night (USD)
VRBO
From $407 per night (USD)
Expedia
Affordable Family Getaway Sleeps 7, Near Bike Path, Beach, Golf, Harwich Center
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Cape-style home in a family-friendly neighborhood. Open floor plan with large living room and dining room (seating for 6 ...
From $407 per night (USD)
Expedia
From $286 per night (USD)
VRBO
Walk to Private Beach on Buck's Pond!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Summary: 17721 - Float On: Walk to Private Beach on Buck's Pond! The Space: Welcome to your dream vacation home nestled ...
From $286 per night (USD)
VRBO
From $561 per night (USD)
Expedia
Dogs welcome, huge yard right next to Rail Trail!
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Summary: 17745 - Happy Tails: Dogs welcome, huge yard right next to Rail Trail! The Space: Discover Coastal Elegance in ...
From $561 per night (USD)
Expedia
From $742 per night (USD)
VRBO
Dog friendly, 4 bdrm, sleeps 10, game room, near beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
11
4 Bedroom - 2.5 Baths - Sleeps 11 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Ma ...
From $742 per night (USD)
VRBO
From $431 per night (USD)
Expedia
3 bed, 2 bath, dog-friendly, central AC, Wifi sleeps 6
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
3 Bedroom - 2 Bathrooms - Sleeps 6 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. M ...
From $431 per night (USD)
Expedia
From $631 per night (USD)
VRBO
3 bedroom, 2.5 bathroom, sleeps 10, half mile to beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
4 Bedroom - 2.5 Baths - Sleeps 10 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Ma ...
From $631 per night (USD)
VRBO
Click For Pricing
Expedia
Cottage on freshwater lake with short walk to town beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Our three bedroom 1 bathroom cottage was completely renovated in 2019. A beautiful 4 acre private property with a short ...
Click For Pricing
Expedia
From $890 per night (USD)
VRBO
Steps to Red River Beach!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Steps to Red River Beach, a lifeguarded, groomed sand beach with restrooms and food trucks! Enjoy long walks, sunbathing ...
From $890 per night (USD)
VRBO
From $599 per night (USD)
Expedia
3bd 2bth Dog Friendly .3 miles to Red River Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
3 Bedrooms - 2 Baths - Sleeps 6 During peak summer weeks, our properties typically require a 7-night stay, either Friday ...
From $599 per night (USD)
Expedia
From $1451 per night (USD)
VRBO
Luxury 4 Bedroom Harwich Home - Centrally Located
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Our home is located close to East Harwich shopping centers, restaurants, and Pleasant Bay for boating, fishing, and swim ...
From $1451 per night (USD)
VRBO
From $301 per night (USD)
Expedia
Charming ranch home with fast WiFi, central air conditioning, & a washer/dryer
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Jesmond Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $301 per night (USD)
Expedia
From $935 per night (USD)
VRBO
Private Beach - 3 bedroom
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Welcome to The Lookout on Pleasant Bay. This remarkable property has a Deed to a private beach. The home sleeps up to ...
From $935 per night (USD)
VRBO
From $611 per night (USD)
Expedia
Private Home Nestled Among the Cape Pines (2274)
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Abutting conservation land, nestled among the Cape Cod pine trees protected from the wind in its encompassing valley, th ...
From $611 per night (USD)
Expedia
From $1063 per night (USD)
VRBO
PRIVATE WATERFRONT on Pleasant Bay. Perfect for families
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Waterfront home with gorgeous views across Pleasant Bay. Watch the boats sail by from your sunny deck & soak in the br ...
From $1063 per night (USD)
VRBO
From $1055 per night (USD)
VRBO
Harwichport Haven
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Nestled in the picturesque coastal town of Harwich Port, this charming retreat offers the perfect blend of comfort and s ...
From $1055 per night (USD)
VRBO
From $662 per night (USD)
VRBO
Stunning Waterfront Property Overlooking Pleasant Bay (2327)
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This beautiful rental home offers a serene and picturesque setting with marsh front views, water access just feet away, ...
From $662 per night (USD)
VRBO
From $848 per night (USD)
Expedia
Sprawling Home With Great Outdoor Space (2288)
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
If you are looking for the perfect getaway to pamper your guests on your next Cape Cod vacation offering easy access to ...
From $848 per night (USD)
Expedia
From $444 per night (USD)
VRBO
Spacious renovated home, close to Chatham Beaches
Bedrooms:
1
Bathrooms:
4
Sleeps:
14
Welcome to your perfect Cape Cod getaway! Nestled right on the Chatham/Harwich line, this spacious home offers the best ...
From $444 per night (USD)
VRBO
From $815 per night (USD)
VRBO
Recently Remodeled 4 bedroom-sleeps-10 with A/C-just one mile to the beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Recently Remodeled 4 bedroom-sleeps-10 with A/C-just one mile to the beach! This recently-remodeled 4 bedroom, 3.5 ba ...
From $815 per night (USD)
VRBO
From $1775 per night (USD)
VRBO
Breathtaking Harwich Retreat w/ Heated Pool and Spa RPAM086
Bedrooms:
3
Bathrooms:
4
Sleeps:
16
Prepare to be amazed as you pull into this stunning, fully renovated Gothic Revival manor with 1.2 acres of manicured gr ...
From $1775 per night (USD)
VRBO
From $483 per night (USD)
Expedia
Beautiful Historical Home, close to beach & bike path, pet friendly
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Charming 3 bedroom historical property (1850) located 1/4 mile to Red River Beach. 1/4 mile to the Cape Cod bike trail, ...
From $483 per night (USD)
Expedia
Click For Pricing
VRBO
Cape Cod Nest: A Spacious Home with Large Deck, & Beautiful Yard with Firepit
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Cape Cod Nest: A Spacious Home with Large Deck, & Beautiful Yard with Firepit The Cape has some of the most beautiful b ...
Click For Pricing
VRBO
From $712 per night (USD)
VRBO
Newly Renovated / Less that 1 Mile to the Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Immaculate and beautifully renovated home set on a quiet Harwich Port cul-de-sac. Located within minutes from Red River ...
From $712 per night (USD)
VRBO
From $623 per night (USD)
VRBO
Spacious 3 Bedroom Private Home in East Harwich
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Newly renovated ranch home has plenty of room for both groups and individual guests to enjoy. It is ideally located near ...
From $623 per night (USD)
VRBO
From $335 per night (USD)
VRBO
Private Pool Near Pleasant Bay Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
NEW LISTING - Cozy Cottage, Air Conditioning, Private Pool, Under 300 Steps to Pleasant Bay Beach Within one of South O ...
From $335 per night (USD)
VRBO
From $1961 per night (USD)
VRBO
Nautical retreat with water views, inground heated pool, and private beach access
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
5 Bedroom - 5.5 Baths - Sleeps 10 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. C ...
From $1961 per night (USD)
VRBO

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Chatham Rentals

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Results: 667 Rentals