Chatham, Massachusetts Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Chatham, Massachusetts on RentalSaver.com!

Chatham Rentals

Filter

Popular Areas

From $950 per night (USD)
VRBO
Family & Dog friendly Chatham house with tennis &water access
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Welcome to Camp Moonpenny- a 3 house, 6 acre property in the Sears Point area of Chatham. While only 2 miles from Main S ...
From $950 per night (USD)
VRBO
From $967 per night (USD)
VRBO
Chatham dog-friendly family retreat with tennis, water views & access!
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Linens/towels provided. Option to book 2 adjacent houses for parties of up to 18. Escape with your family and friends t ...
From $967 per night (USD)
VRBO
From $1211 per night (USD)
VRBO
Wonderful dog friendly rental with access path to a private beach deeded at White's Pond!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Wonderful dog friendly rental for the whole family, with access path to a private beach deeded at White's Pond! Close to ...
From $1211 per night (USD)
VRBO
Click For Pricing
Expedia
Bright, sunny condo in North Chatham!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This two bedroom two bathroom sunny condo is located in the quiet neighborhood of North Chatham. A 10 minute bike ride t ...
Click For Pricing
Expedia
From $830 per night (USD)
VRBO
Walk to Oyster Pond and Main Street Chatham!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: 16687 - Starboard Stay: Walk to Oyster Pond and Main Street Chatham! The Space: Just a steps from the tranquil ...
From $830 per night (USD)
VRBO
From $2739 per night (USD)
Expedia
Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
About this space Welcome to a beautiful Coastal retreat! — a spacious seaside escape perfect for families or groups. St ...
From $2739 per night (USD)
Expedia
From $984 per night (USD)
VRBO
Renovated Chatham Compound on Bike Path, Less Than a Mile to the Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
This newly designed charming Chatham compound can sleep over 10 guests with 2 bedrooms in the main house, 2 bedrooms in ...
From $984 per night (USD)
VRBO
From $418 per night (USD)
Expedia
41 Poolside: 041-CS Coastal Retreat in Chatham – Modern Comfort & New Heated Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This property is professionally managed by Pretty Picky Properties. NEW Listing for 2025! Sleeps 6 Linens i ...
From $418 per night (USD)
Expedia
From $410 per night (USD)
VRBO
Chatham Pond Side Cottage 2-bedroom with AC
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Amazing getaway with a delightful blend of comfort and convenience. Imagine the tranquil beauty of a nearby pond unfoldi ...
From $410 per night (USD)
VRBO
From $498 per night (USD)
VRBO
THREE BEDROOM -- SHORT DISTANCE TO TOWN, FISH PIER AND OYSTER POND BEACH.
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
No need to drive into Town-- this home is located right in the heart of the Town's activities, Chatham Angler ballgames, ...
From $498 per night (USD)
VRBO
From $369 per night (USD)
VRBO
THREE BEDROOM--MINUTES TO GOOSE POND, PLEASANT BAY AND TOWN.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Comfortable home with quiet setting, just short drive to Downtown Chatham, Two Ponds and Beaches. * * * * See e ...
From $369 per night (USD)
VRBO
From $3685 per night (USD)
Expedia
Luxury Coastal Retreat Overlooking Buck's Creek and Nantucket Sound — Pool, Hot Tub, Outdoor Kitchen
Bedrooms:
5
Bathrooms:
1
Sleeps:
10
Welcome to your dream Cape Cod getaway! Our brand-new, fully renovated 4-bedroom, 5-bath luxury home offers breathtaking ...
From $3685 per night (USD)
Expedia
From $728 per night (USD)
VRBO
A short drive brings you to Jackknife Cove!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Enjoy your vacation at this charming and cozy, 3 bedroom, 2 bath home. Offering 2 queens, 2 twins, and a king. Enjoy you ...
From $728 per night (USD)
VRBO
From $1143 per night (USD)
VRBO
Enjoy a Cape Cod beach vacation on the beach in picturesque Chatham.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Have the vacation of your dreams in this oceanfront beach cottage with beautiful water views, located on Morris Island i ...
From $1143 per night (USD)
VRBO
From $1979 per night (USD)
VRBO
Water views, private beach and spectacular sunsets from highest point in town.
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This large, beautiful home is the perfect place to stay for your next beach vacation: whether you’re hosting a big group ...
From $1979 per night (USD)
VRBO
From $1880 per night (USD)
Expedia
Walk to beach, ball fields, Chatham Bars Inn and town from this central location
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This large, newly renovated home is the perfect spot for your Chatham getaway. It sits on a beautifully landscaped lot w ...
From $1880 per night (USD)
Expedia
From $1880 per night (USD)
VRBO
Large, beautiful home with extraordinary design features and bonus rooms galore
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
This large, gorgeous home is perfect for entertaining, set on an acre of land with a private yard and large patio. The h ...
From $1880 per night (USD)
VRBO
From $892 per night (USD)
Expedia
Chatham Vacation Rental With Pool and Charm to Spare! RPAM096
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Located in one of Cape Cod’s premier resort towns, 764 Riverview Drive offers everything a discerning vacationer is look ...
From $892 per night (USD)
Expedia
From $368 per night (USD)
VRBO
Let your Chatham traditions begin here!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
From the moment you walk into our charming single floor cottage you are invited to relax and unwind. Whether it is coffe ...
From $368 per night (USD)
VRBO
From $1259 per night (USD)
VRBO
Lovely Chatham Beach House on Cranberry Bog, walking distance to beach.
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Beautiful classic cape house with back deck overlooking a quintessential Cape Cod cranberry bog. The house has been rece ...
From $1259 per night (USD)
VRBO
From $739 per night (USD)
VRBO
New 2025 Chatham Hideaway - Peaceful Woodland Overlooking Minister's Pond
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Welcome to Chatham Hideaway! This sprawling estate, surrounded by woodland and lush gardens, offers a private setting fo ...
From $739 per night (USD)
VRBO
From $2587 per night (USD)
Expedia
Elevate Your Cape Stay: Chatham Luxury with Pool & Beach RPAM026
Bedrooms:
6
Bathrooms:
6
Sleeps:
14
LAST THREE PEAK WEEKS AVAILABLE AT A DISCOUNTED RATE AND FIVE NIGHT MINIMUM STAYS! WEEKS STARTING JUNE 21ST, AUGUST 16T ...
From $2587 per night (USD)
Expedia
From $990 per night (USD)
VRBO
Supremely Located Chatham Rental With Path To Private Beach RPAM054
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Nestled in one of the most coveted areas of Cape Cod, 63 Morris Island Road offers everything a discerning tenant could ...
From $990 per night (USD)
VRBO
From $419 per night (USD)
VRBO
Centrally Located Beach Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Classic Cape Cod style home .2 miles from marsh and .5 miles walk to full service Harding beach offering endless activit ...
From $419 per night (USD)
VRBO
From $379 per night (USD)
VRBO
NEW LISTING Peace and Quiet Pond Front
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Watch the sunset Mill Pond. Surrounded by nature the tranquility is perfection. Just minutes to Chatham Light, Cockle Co ...
From $379 per night (USD)
VRBO
From $1675 per night (USD)
Expedia
Hiawatha: 177-CC Gorgeous Chatham Estate with heated pool, walk to Town or Beach
Bedrooms:
5
Bathrooms:
7
Sleeps:
15
This home is professionally managed by Pretty Picky Properties Gorgeous Chatham Estate with heated pool, walk to Town o ...
From $1675 per night (USD)
Expedia
From $1643 per night (USD)
VRBO
Pool and Private Association Beach In Cannon Hill RPAM006
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Tucked in the private Cannon Hill Neighborhood, this enchanting 4 bedroom, 3 full and 1 half bathroom home with a large ...
From $1643 per night (USD)
VRBO
Click For Pricing
Expedia
Chatham pond access with view
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Enjoy our large back yard and private road that leads to the Pond behind the house, for fishing, non-motor boating, padd ...
Click For Pricing
Expedia
From $1077 per night (USD)
VRBO
Gorgeous, Modern, Dog Friendly Chatham 4 Bedroom with Central AC
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
This home is represented by Nauset Rental, a local vacation rental management company. Gorgeous, modern beach house out ...
From $1077 per night (USD)
VRBO
From $557 per night (USD)
Expedia
Chatham Bliss - Dog Friendly oasis with EV Charging
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to our recently updated getaway in charming Chatham, MA! Our pet-friendly retreat is the perfect destination for ...
From $557 per night (USD)
Expedia
Click For Pricing
Expedia
Stay Salty: 560-C Waterfront Renovated Home with Pool and Dock
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Waterfront Renovated Home with Pool and Dock Sleeps 8 Rents Friday - Friday during peak season Pets Considered Pool ope ...
Click For Pricing
Expedia
From $752 per night (USD)
Expedia
THREE BEDROOM UPDATED HOME -- JUST 3/10'S MILE TO PLEASANT STREET BEACH
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Beautiful Updated Home with Lots of Living Space, Minutes to Pleasant Street Beach. * * * * See end of this de ...
From $752 per night (USD)
Expedia
From $380 per night (USD)
VRBO
Close to Bike Path 1 Mile to Beaches!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: 16673 - Mayflower Retreat: Close to Bike Path 1 Mile to Beaches! The Space: A quick pedal from the Cape Cod Ra ...
From $380 per night (USD)
VRBO
From $834 per night (USD)
Expedia
5 Bedroom Chatham Charmer RPAM012
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Located in the highly desirable town of Chatham, this five bedroom, three bath rental home will meet all your vacation n ...
From $834 per night (USD)
Expedia
From $1179 per night (USD)
VRBO
Large Chatham Rental w/ 5 Bedrooms w/ 5 Private Bathrooms RPAM007
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
This stunning rental home is a vacationer’s dream! Easy and close access to the ponds, bike trails, conservation area a ...
From $1179 per night (USD)
VRBO
From $304 per night (USD)
VRBO
Chatham Getaway- Completely Renovated Cape Cottage w/ Linens Included
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
*Contact us for information on long-term booking opportunities!* This home is represented by Nauset Rental, a local vac ...
From $304 per night (USD)
VRBO
From $371 per night (USD)
VRBO
Robin's Nest - Dog Friendly Chatham 4 Bedroom
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
This home is represented by Nauset Rental, a local vacation rental management company. Beautiful, spacious 4 bedroom, 2 ...
From $371 per night (USD)
VRBO
From $620 per night (USD)
Expedia
Lovers Lake Lookout: 448-C Waterfront Renovated Chatham Home with Dock
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This property is professionally managed by Pretty Picky Properties Waterfront Renovated Chatham Home with Dock Sleeps ...
From $620 per night (USD)
Expedia
From $408 per night (USD)
VRBO
Close to Hardings Beach & Private Access to Oyster River
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Comfy and cozy four bedroom home near Hardings Beach! This recently updated Cape cottage is filled with new furnishings, ...
From $408 per night (USD)
VRBO
From $434 per night (USD)
VRBO
Lovely Cape Cottage Home < 1 mile to the beach!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Relax at this charming South Chatham coastal retreat! Situated just 0.8 miles to Forest Beach & close proximity to the C ...
From $434 per night (USD)
VRBO
From $1752 per night (USD)
VRBO
Royal Retreat: 935-C Renovated Luxury Chatham Home with Pool & Hot Tub
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This property is professionally managed by Pretty Picky Properties Renovated Luxury Chatham Home with Pool & Hot Tub Ho ...
From $1752 per night (USD)
VRBO
From $855 per night (USD)
VRBO
Ideal Chatham Location. Waterview, Beach, Walk to Town,Great Views,4 Bedroom,AC
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Bright, sun drenched house with ocean views on Two sides. Two outdoor dining areas. All corner bedrooms with window ...
From $855 per night (USD)
VRBO
From $969 per night (USD)
VRBO
Classic 5Br Cape Cod Home In Exclusive N. Chatham- Steps To The Private Beach
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Welcome to the Whydah Figawai - a privately-owned and classic Cape Cod style five bed room vacation home in a quiet & qu ...
From $969 per night (USD)
VRBO
From $376 per night (USD)
VRBO
Walk to the warm waters of Nantucket sound 3B/2B home CA, W & D, all amenities
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Three bedroom, two bath home 1/2 mile walk to Ridgevale Beach. Home includes central air, color cable, wi-fi, washer a ...
From $376 per night (USD)
VRBO
From $717 per night (USD)
VRBO
CHARMING 4 BEDROOM HISTORIC PROPERTY, WALK TO TOWN AND LIGHTHOUSE BEACH!!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Close to Town and Lighthouse Beach, Located in the Heart of the Old Village Section of Chatham. * * * * See en ...
From $717 per night (USD)
VRBO
From $2043 per night (USD)
VRBO
Best Location / Oceanside near Chatham Bar's Inn
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
OUR LOCATION: Our home sits on a double-lot, just a few hundred feet from the Atlantic Ocean, with just a few minutes- ...
From $2043 per night (USD)
VRBO
From $383 per night (USD)
VRBO
3 Bedroom - Vacation Getaway in a Cozy Cape Cod Home!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Our house is ideally located in Harwich between Harwichport and downtown Chatham on a quiet road for a relaxing family v ...
From $383 per night (USD)
VRBO
From $396 per night (USD)
Expedia
Walk to Water Access to Hiking Trails!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: 17725 - Wanderlust: Walk to Water Access to Hiking Trails! The Space: Getaway this summer at our Harwich Cape ...
From $396 per night (USD)
Expedia
From $469 per night (USD)
VRBO
Dog-friendly home with A/C, W/D, games, deck, yard, & a private hot tub
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
The Carriage House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $469 per night (USD)
VRBO
From $545 per night (USD)
Expedia
Spacious w/ Basketball Court & Playground!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Summary: 17709 - The Playground: Spacious w/ Basketball Court & Playground! The Space: Located at the end of the street ...
From $545 per night (USD)
Expedia
From $817 per night (USD)
VRBO
Family Cottage Close to Beach!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Cozy family retreat that can sleep 8-10 people comfortably with 3 bedrooms, finished basement, 2 full bathrooms, outdoor ...
From $817 per night (USD)
VRBO
From $8677 per night (USD)
Expedia
Enjoy This Quaint & Renovated 2BR Cottage (1553)
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Enjoy this quaint, renovated, 2 bedroom cottage with a very spacious yard. The entrance features a screened porch which ...
From $8677 per night (USD)
Expedia
From $544 per night (USD)
VRBO
Waterfront Cape Cod Cottage in private Association Beach community, sleeps 6
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This wonderful waterfront home is a in a picture perfect setting! Situated between two ponds, it offers breathtaking wat ...
From $544 per night (USD)
VRBO
From $956 per night (USD)
Expedia
Walk 300 Yards to Beach!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Summary: 17730 - Waverunner: Walk 300 Yards to Beach! The Space: This newly renovated, stunning five bedroom, three ful ...
From $956 per night (USD)
Expedia
From $1174 per night (USD)
VRBO
Luxurious Waterfront Home!
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
Summary: 15526 - Nautical Dream: Luxurious Waterfront Home! The Space: Orleans, Cape Cod is a picturesque town full of ...
From $1174 per night (USD)
VRBO
From $406 per night (USD)
Expedia
Serene home with WiFi, deck, & outdoor fireplace - walk to beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Harwich Tranquility Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $406 per night (USD)
Expedia
From $786 per night (USD)
VRBO
Beautiful Harwich home with large yard near Red River Beach & Main Street fun
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Skinequit Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $786 per night (USD)
VRBO
From $419 per night (USD)
Expedia
Classic Cape Cod home near beaches with yard, patio & outdoor fireplace
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Pleasant Bay Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $419 per night (USD)
Expedia
Click For Pricing
VRBO
Completely renovated 3 bedroom home offering comfort and relaxation.
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Immaculate ranch in quiet neighborhood. This completely renovated 3 bedroom home offers comfort and relaxation. Relax on ...
Click For Pricing
VRBO
From $387 per night (USD)
Expedia
Beautiful home with entertainment - near golf courses & Pleasant Bay
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
The Harwich House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $387 per night (USD)
Expedia
From $421 per night (USD)
VRBO
Secluded Quiet Family-Friendly Cape Oasis
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Escape to a secluded Cape Cod oasis we call the Hidden Hollow. This beautiful, family-friendly home features a cozy fire ...
From $421 per night (USD)
VRBO
Click For Pricing
Expedia
Charming Guest House, with Waterviews & Private Beach! Perfect for Fun Weekends!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Nestled in South Orleans, this pet-friendly sun-filled Guest House offers 2 large bedrooms and 2 full baths. Located in ...
Click For Pricing
Expedia
From $302 per night (USD)
VRBO
2 bd, 2bth dog-friendly cottage on conservation land
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
2 Bedroom - 2 Baths - Sleeps 5 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $302 per night (USD)
VRBO
From $311 per night (USD)
Expedia
Cape Cod Cottage Near Beaches & Bike Trail
Bedrooms:
1
Bathrooms:
4
Sleeps:
6
Summary: Welcome to Harwich—your ideal Cape Cod getaway. This delightful home sleeps 6 and features 4 bedrooms: 2 with q ...
From $311 per night (USD)
Expedia
From $1055 per night (USD)
VRBO
New build! Walk to beach, lots of room, great outdoor space
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
4 Bedroom - 3 Baths - Sleeps 8 Complimentary Linens Service Provided: This includes bedsheets, bath, beach, and dish tow ...
From $1055 per night (USD)
VRBO
From $808 per night (USD)
Expedia
Charming 4-bedroom house with AC and WiFi steps from Wequassett Resort
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Escape to your perfect Cape Cod summer with this stunning rental property located steps away from the beauty of Pleasant ...
From $808 per night (USD)
Expedia
From $780 per night (USD)
VRBO
Waterfront on Pleasant Bay!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: 17711 - Island Views: Waterfront on Pleasant Bay! The Space: Wake up to sweeping views of Pleasant Bay, where ...
From $780 per night (USD)
VRBO
From $425 per night (USD)
Expedia
Great location with Water Views!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: 17710 - Captains Cottage: Great location with Water Views! The Space: Escape to the charm of Harwich, where th ...
From $425 per night (USD)
Expedia
From $684 per night (USD)
VRBO
Near Wequassett Resort and Golf Club in Harwich, overlooking a cranberry bog!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to this spacious and inviting Harwich rental, perfectly situated near the Wequassett Resort and Golf Club, with b ...
From $684 per night (USD)
VRBO
From $1307 per night (USD)
Expedia
Coastal Comfort at Red River Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Experience the warm sand, cool waters, and coral-colored sunsets with a walk to Red River Beach! This beautifully update ...
From $1307 per night (USD)
Expedia
From $332 per night (USD)
VRBO
NEW 2025! Family friendly cabin in Harwich, water peek & walk to private beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Located in a quiet, walkable neighborhood, this one floor, three-bedroom two bath home is a five-minute stroll from two ...
From $332 per night (USD)
VRBO
From $725 per night (USD)
Expedia
Pool, Half Mile to Beach!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Summary: 17759 - Blue Lagoon: Pool, Half Mile to Beach! The Space: Perched atop a hill, this Harwich home is your gatew ...
From $725 per night (USD)
Expedia
From $621 per night (USD)
VRBO
Peaceful beach retreat: private yard, close to beaches, Chatham & rail trail
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Sail Away Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $621 per night (USD)
VRBO
From $489 per night (USD)
Expedia
Harwich retreat • Pleasant Bay • HOT TUB • Fire Pit • AC
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Prime spot on a quiet Harwich lane, five minutes to Pleasant Bay and Chatham center. Walk to Dunkin’ for coffee, pedal a ...
From $489 per night (USD)
Expedia
From $625 per night (USD)
VRBO
Classic Cape, Walk to Red River Beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: 17761 - Beach Talk: Classic Cape, Walk to Red River Beach! The Space: Unwind in the heart of Cape Cod at this ...
From $625 per night (USD)
VRBO
From $529 per night (USD)
Expedia
Bright & Cozy Harwich Getaway near Beach & Trails
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Nestled on a peaceful cul-de-sac in Harwich, this stylish Cape home welcomes you with a sun-drenched deck, BBQ grill, an ...
From $529 per night (USD)
Expedia
From $607 per night (USD)
VRBO
NEW LISTING! Northside Dennis 4BD--A/C, Close to Popular Dennis Beaches
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
NEW LISTING! Large 4 Bedroom, 3 Bath Northside Dennis home. A comfortable Cape escape offering spacious rooms and a conv ...
From $607 per night (USD)
VRBO
From $619 per night (USD)
VRBO
Beautifully Renovated Cape Cod Retreat near Pleasant Bay & Top Attractions
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
*Cancellation policy at end of property description.* Nestled in the picturesque town of Harwich, Mooncusser is a beau ...
From $619 per night (USD)
VRBO
From $1049 per night (USD)
VRBO
Families: Enjoy Harwich, Pool, Large Hot Tub & AC!
Bedrooms:
3
Bathrooms:
4
Sleeps:
16
Summary: Families only please, if you are a group of friends, please reach out to us before booking. AC is new for 202 ...
From $1049 per night (USD)
VRBO
$Large Family House Near Red River Beach \n20% Off Stays of 7+ Nights for May 2025$
From $583 per night (USD)
VRBO
Large Family House Near Red River Beach \n20% Off Stays of 7+ Nights for May 2025
Bedrooms:
4
Bathrooms:
5
Sleeps:
11
Wonderful family home "Starboard Bliss", this spotless and well maintained home features 5 bedrooms, 4 full bathrooms, a ...
From $583 per night (USD)
VRBO
From $812 per night (USD)
VRBO
Gorgeous Beach House, private beach, year round, just renovated Sleeps11
Bedrooms:
3
Bathrooms:
5
Sleeps:
11
Enjoy 3 levels of finished space. Newly renovated 3 years ago with quartz countertop gourmet kitchen seating 4 at the br ...
From $812 per night (USD)
VRBO
From $721 per night (USD)
VRBO
Aren't you thinking about summer right now? Warm days and cool nights available!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Kismet is a Saturday weekly rental in July and August. Perfect for families, or several couples, this home has plenty o ...
From $721 per night (USD)
VRBO
From $658 per night (USD)
VRBO
Beautiful Harwich home with private pool in great location!
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
You will fall in love with this tastefully furnished home located in a quiet neighborhood. This fantastic 2500+ sq/ft ...
From $658 per night (USD)
VRBO
From $436 per night (USD)
VRBO
Great Cape Cod Getaway!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Guests are sure to enjoy a memorable vacation or special occasion in this fully furnished, 3 bedroom/2.5 bath cape home ...
From $436 per night (USD)
VRBO
From $592 per night (USD)
VRBO
Sleeps 10+/Walk To Buck's Pond Lake! Close To Beach/Golf/Restaurants
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
You will never have to get in your car after arriving. Relax on the deck. Walk with the kids to Buck's Pond. We have ...
From $592 per night (USD)
VRBO
From $515 per night (USD)
VRBO
Cape Cottage - 10 minute walk to Red River Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Classic Cape House just minutes away from Red River Beach! 3 BDR, 1 BA, last house on quiet dead end street. Short wal ...
From $515 per night (USD)
VRBO
From $736 per night (USD)
VRBO
Pleasant Bay Beachfront Property Plus!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
The owners refer to this one-of-a-kind property as Pleasant Plus. This unique beachfront home and certified wildlife hab ...
From $736 per night (USD)
VRBO
From $491 per night (USD)
VRBO
Harwich Cape Escape: Minutes from Everything!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Harwich Cape Escape: 4 Bedrooms, 2.5 Baths, Sleeps 8 This beautiful two-story 4BR/2.5 BA Cape Cod home features almost ...
From $491 per night (USD)
VRBO
From $282 per night (USD)
VRBO
Cozy Cottage close to Beaches, Boating, Biking, Shopping and more
Bedrooms:
0
Bathrooms:
2
Sleeps:
5
Centraly located on the elbow of Cape Cod, cozy little cottage in isolated neighborhood of like summer homes. Two bedroo ...
From $282 per night (USD)
VRBO
From $554 per night (USD)
Expedia
Stunning 3BR Home - Close to Town & Beaches (2159)
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Nestled in East Harwich, this beautiful 3BR/3BA Harwich home features a welcoming open floor plan with high ceilings, ha ...
From $554 per night (USD)
Expedia
From $2070 per night (USD)
VRBO
Waterfront. Private beach. Pool. Estate has it all!!
Bedrooms:
5
Bathrooms:
9
Sleeps:
19
Chosen by Cape Cod Life magazine as one of the Top Ten places to stay on Cape Cod. Our waterfront estate now has a gorg ...
From $2070 per night (USD)
VRBO
From $434 per night (USD)
Expedia
Lovely Harwich Home Near Red River Beach (2211)
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This lovely, well appointed and recently updated home is located in a quiet area with beautiful Red River Beach on Nantu ...
From $434 per night (USD)
Expedia
From $454 per night (USD)
VRBO
Stay In Harwich This Summer, Prime Weeks Available
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Summary: Modern and newly updated, this Harwich home is ready for your next Cape Cod escape. Offering 3 bedrooms, 2.5 ba ...
From $454 per night (USD)
VRBO
From $1594 per night (USD)
Expedia
Fabulous Family CapeHouse, with Views, Beach and Dock!
Bedrooms:
4
Bathrooms:
7
Sleeps:
14
This sprawling family beach home is perfectly located on a hilltop with 3.5 acres overlooking Pleasant Bay in South Or ...
From $1594 per night (USD)
Expedia
From $386 per night (USD)
VRBO
New construction home on quiet, private waterview lot near Pleasant Bay
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
We will provide an additional $250 discount for singles or couples -- please send a message and we'll discuss how to imp ...
From $386 per night (USD)
VRBO
From $521 per night (USD)
VRBO
2-wing home for large/multi-generation family/friends, cul de sac, beach ~ 1 mi.
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Inviting and comfortable home on the end of a cul de sac, on beach side of Route 28, just over one mile from Harwich’s l ...
From $521 per night (USD)
VRBO
From $454 per night (USD)
VRBO
Beach Heather- Relax, Renew & Enjoy! Adj to Bike Path, 1 Mile to Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Beach Heather - Relax, Renew, Enjoy! One mile to Nantucket Sound Beaches, Adjacent to Cape Cod Bike Path. Comfortab ...
From $454 per night (USD)
VRBO
From $449 per night (USD)
VRBO
Pet friendly! Recently updated with Central Air and close to the Bike Path
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to your own little piece of the Cape! * * * * See end of this description for information about fr ...
From $449 per night (USD)
VRBO
From $334 per night (USD)
VRBO
Overlooks inland freshwater pond. Close to beaches, golf courses & restaurants.
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
One queen bedroom that also has a twin bed in it. One King Bed. Queen pullout couch in finished basement. The pictures o ...
From $334 per night (USD)
VRBO
From $454 per night (USD)
VRBO
'Sea Chalet' ~Special Peace of Cape Cod, Adj to Bike Path, AC and Fish pond
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Relax, Renew, Enjoy! Cape Cod Bike Path is adjacent - fabulous for biking and walking. Sophisticated, yet cozy ambianc ...
From $454 per night (USD)
VRBO

Search Your Destination Now!

Chatham Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 667 Rentals