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From $589 per night (USD)
VRBO
Location, location, location
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Brand new remodeled kitchen. Charming 4 bedroom cape. Great location! Not your typical rental. We only rent a few we ...
From $589 per night (USD)
VRBO
From $501 per night (USD)
Expedia
Walk to Water Access to Hiking Trails!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: 17725 - Wanderlust: Walk to Water Access to Hiking Trails! The Space: Getaway this summer at our Harwich Cape ...
From $501 per night (USD)
Expedia
From $433 per night (USD)
VRBO
Private Waterfront On Freshwater Swimming Pond With Beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Waterfront on desirable Bucks Pond!! Beautiful 4 bedroom 2 full bath property offering an open concept living room, dini ...
From $433 per night (USD)
VRBO
From $958 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 $958 per night (USD)
VRBO
From $1202 per night (USD)
VRBO
OUTSTANDING LOCATION 200 YDS TO CHATHAM VILLAGE & BEACH GREAT WATER VIEWS ABOUND
Bedrooms:
3
Bathrooms:
6
Sleeps:
13
Location ! Location! Location ! Everything within walking distance . . . 200 yards to Chatham downtown, 200 yards to pub ...
From $1202 per night (USD)
VRBO
From $380 per night (USD)
Expedia
Beach Chic Chatham 5 ⭐ 5min's Walk to Private Beach-Newly Renov'd Family Retreat
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
You will begin to relax the moment you settle into this private family beach retreat. Newly renovated kitchen with quar ...
From $380 per night (USD)
Expedia
From $727 per night (USD)
VRBO
GREAT LOCATION....CLOSE TO TOWN AND TWO SALTWATER BEACH AREAS!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Enjoy The Loop from this spectacular rental property-- a beautiful two mile walking path boasting spectacular ocean view ...
From $727 per night (USD)
VRBO
$Beautifully updated home w\/ central AC & outdoor shower- near beach & rail trail$
Click For Pricing
Expedia
Beautifully updated home w\/ central AC & outdoor shower- near beach & rail trail
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Sea Star Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired d ...
Click For Pricing
Expedia
From $312 per night (USD)
VRBO
Close to Pleasant Bay & Beaches!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: 18824 - Brewster Beauty : Close to Pleasant Bay & Beaches! The Space: Experience all the Cape has to offer in ...
From $312 per night (USD)
VRBO
Click For Pricing
Expedia
Chatham Village - Lovely 2 bedroom apartment in the antique home
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
** SHIP'S LIGHT IS CURRENTLY UNDERGOING A MAJOR RENOVATION! Having stood the test of time for almost 200 years, the hous ...
Click For Pricing
Expedia
From $1019 per night (USD)
VRBO
Charming Waterfront House in Chatham
Bedrooms:
4
Bathrooms:
5
Sleeps:
11
Very private lakefront setting with spectacular views and private beach. Filled with Charm. It was the original Ice Hous ...
From $1019 per night (USD)
VRBO
From $661 per night (USD)
Expedia
Walk to Beach Central AC WiFi Beach Pearl
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
2 bedrooms- 2 baths- sleeps 5 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many o ...
From $661 per night (USD)
Expedia
From $1817 per night (USD)
VRBO
Historic Chatham house was moved from Water Street to present location in 1872 to avoid destruction by the salty tides.
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Beautifully renovated in 2020, this historic Chatham home is steps away from Lighthouse Beach. Bright and airy, the ope ...
From $1817 per night (USD)
VRBO
From $184 per night (USD)
Expedia
Near Beach Bike Path Pet Friendly AC WiFi Simplicity
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
2 Bedroom - 1 Baths - Sleeps 6 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $184 per night (USD)
Expedia
From $539 per night (USD)
VRBO
Near Beach Close to Town AC Units WiFi BreakAway
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
3 Bedroom-3 Bathroom- Sleeps 8 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $539 per night (USD)
VRBO
From $1131 per night (USD)
Expedia
Blue water views and coral sunsets from every room in this beautifully appointed home.
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Views of coral sunsets, and deep blue waters from every room in this beautifully appointed home. Relax on the front porc ...
From $1131 per night (USD)
Expedia
From $395 per night (USD)
VRBO
This lovely condo location in town, has both a brick patio and deck for you to enjoy your morning coffee on!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Located in downtown Chatham! Walk to Oyster Pond for a day in the sun and sand, and let your cares fade with the cool br ...
From $395 per night (USD)
VRBO
From $2456 per night (USD)
Expedia
Walk to Beach, Heated pool, AC, WiFi, modern coastal decor, dog friendly
Bedrooms:
4
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 $2456 per night (USD)
Expedia
From $693 per night (USD)
VRBO
Walk to beach, AC, Gourmet Kitchen, Family friendly ranch, Sea Glass
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
3 bedroom- 2 bath- sleeps 7 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many of ...
From $693 per night (USD)
VRBO
From $1995 per night (USD)
Expedia
Tennis anyone? Beautiful, brand new construction with 8 bedrooms, 8 full baths and 2 half baths, that can sleep up to 20 guests.
Bedrooms:
8
Bathrooms:
8
Sleeps:
18
Tennis anyone? This stately home with 8 bedrooms, can sleep 18 with 3 kings, 2 queens, 5 twins and 8 doubles in custom b ...
From $1995 per night (USD)
Expedia
From $696 per night (USD)
VRBO
Walk to Beach, AC, Wifi, Central location
Bedrooms:
4
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 $696 per night (USD)
VRBO
From $552 per night (USD)
Expedia
Pet friendly and waterfront!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This beautiful home overlooking Emery Pond has been completely renovated. Spacious 3 bedroom 1 and half bath home with ...
From $552 per night (USD)
Expedia
From $345 per night (USD)
VRBO
Near Beach, Renovated Condo, AC, Wifi
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
1 Bedroom- 1 Bathroom- Sleeps 4 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $345 per night (USD)
VRBO
From $974 per night (USD)
Expedia
Lake front, Near Beach, AC, WiFi, Pet Friendly near Bike Path
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
3 Bedroom - 2.5 Baths - Sleeps 8 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Man ...
From $974 per night (USD)
Expedia
From $570 per night (USD)
VRBO
Walk to Beach Central AC WiFi Private The Rosa Rugosa
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
3 Bedroom - 2 Baths - Sleeps 6 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $570 per night (USD)
VRBO
Click For Pricing
Expedia
Quaint 2 bedroom home on quiet street.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Quaint 2 bedroom home on quiet street. Cozy and comfortable with lots of extra sleeping space available in partially fin ...
Click For Pricing
Expedia
From $896 per night (USD)
VRBO
Walk to Beach, AC, WiFi, Private, Fire pit, Dogs Welcome
Bedrooms:
3
Bathrooms:
5
Sleeps:
9
4 Bedroom- 3 Bathroom- Sleeps 9 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $896 per night (USD)
VRBO
From $278 per night (USD)
Expedia
Walk to Beach, AC, WiFi, Screened porch
Bedrooms:
2
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 $278 per night (USD)
Expedia
From $630 per night (USD)
VRBO
Close to Beach and Town Pet Friendly A C The Cape House
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
3 Bedrooms- 2 Bathrooms- Sleeps 8 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Ma ...
From $630 per night (USD)
VRBO
From $507 per night (USD)
Expedia
Walk to Chatham AC Close to Beach WiFi Linens Included
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
3 Bedroom - 3.5 Baths - Sleeps 8 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Man ...
From $507 per night (USD)
Expedia
From $682 per night (USD)
VRBO
Walk to Beach Quarter Mile to Bike Trail AC Wifi Summer Oasis
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
3 Bedroom - 2.5 Baths - Sleeps 8 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Man ...
From $682 per night (USD)
VRBO
From $1454 per night (USD)
Expedia
Walk to Beach and Town, Hot tub, Sleeps 8, Pet Friendly
Bedrooms:
6
Bathrooms:
3
Sleeps:
8
3 Bedroom (2 Primary) - Loft - 5.5 Bathroom - Sleeps 8 During Peak Summer Season Until Labor Day - a 7-night Friday-to-F ...
From $1454 per night (USD)
Expedia
From $691 per night (USD)
VRBO
Ocean views Walk to Beach Pet Friendly AC Private
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
4 Bedroom - 4 Baths - Sleeps 10 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. This ...
From $691 per night (USD)
VRBO
From $923 per night (USD)
Expedia
Town Home Community pool tennis AC
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
3 Bedroom - 3 Bathroom - Accommodates 8 Comfortably During peak summer weeks it is typical for our properties to require ...
From $923 per night (USD)
Expedia
From $639 per night (USD)
VRBO
Walk to Beach, Pet Friendly, AC units, WiFi
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
4 Bedroom- 2 Bathroom- Sleeps 8 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $639 per night (USD)
VRBO
From $1344 per night (USD)
Expedia
School Street in the Old Village!! Charming, new construction with attention to detail!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Popular School Street! Charming, new construction with attention to detail! This stunning 4 bedroom home offers 2 twins, ...
From $1344 per night (USD)
Expedia
From $1466 per night (USD)
VRBO
In Town Location Near Beach Pet Friendly AC Wifi The Priscilla House!
Bedrooms:
6
Bathrooms:
9
Sleeps:
20
9 Bedrooms- 5.5 Bathrooms- Sleeps 20 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. ...
From $1466 per night (USD)
VRBO
From $708 per night (USD)
Expedia
Charming house located in the heart of downtown Chatham!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This charming house, with a shared driveway, is located in the heart of downtown Chatham. Leave your cars parked and a s ...
From $708 per night (USD)
Expedia
From $598 per night (USD)
VRBO
Pet Friendly in Riverbay! Nicely furnished 3 bedroom, 2 full bath home in quiet Riverbay.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Perfect home for a family vacation! Nicely furnished 3 bedroom, 2 full bath home in quiet Riverbay. There is a queen be ...
From $598 per night (USD)
VRBO
From $834 per night (USD)
Expedia
It's all about the location and charm! Located in the heart of Chatham's Old Village and boasting a beautiful marsh view.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Walk to downtown and the beach! It's all about the location and charm! Located in the heart of Chatham's Old Village and ...
From $834 per night (USD)
Expedia
From $1805 per night (USD)
VRBO
Walk to Beach Heated Pool Pet Friendly AC WiFi Sand Simeon
Bedrooms:
7
Bathrooms:
7
Sleeps:
14
6 bedrooms- 6.5 Bathrooms- Sleeps 14 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. ...
From $1805 per night (USD)
VRBO
From $611 per night (USD)
Expedia
Walk to Beach, Central AC, WiFi, great outdoor space
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
3 Bedroom- 3.5 Bathrooms- Sleeps 10 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. ...
From $611 per night (USD)
Expedia
From $744 per night (USD)
VRBO
5 Bdrm Spectacular Walk To Hardings Beach Ocean View Home
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
Chatham Beach House with deeded rights to a path to Hardings Beach as well as to a path to Oyster River Boatyard. Five ...
From $744 per night (USD)
VRBO
From $693 per night (USD)
VRBO
Beautiful Cape Cod Gem
Bedrooms:
3
Bathrooms:
6
Sleeps:
11
This classic Cape Cod house is full of traditional charm and features without skimping on the modern amenities. Upstair ...
From $693 per night (USD)
VRBO
From $360 per night (USD)
VRBO
South Chatham, Ma. 02659. Seasonal Cottage, Walk to Pleasant Street Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Cottage has been in family for over 40 years but updated over the years. Seasonal beach cottage 1 full bath, king bedro ...
From $360 per night (USD)
VRBO
Click For Pricing
Expedia
Chatham Village: Charming 3 Room Apartment in Antique Home
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
** SHIP'S LIGHT IS CURRENTLY UNDERGOING A MAJOR RENOVATION! Having stood the test of time for almost 200 years, the hous ...
Click For Pricing
Expedia
From $550 per night (USD)
VRBO
WALK TO TOWN AND LIGHTHOUSE BEACH!!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Back on the Rental Market! Close to town and Lighthouse Beach, Located in the Heart of the Old Village Section of Chatha ...
From $550 per night (USD)
VRBO
From $308 per night (USD)
Expedia
Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
A Chatham Pearl on Oyster River Our calendar is updated in real-time & our nightly rates are accurately displayed. Simp ...
From $308 per night (USD)
Expedia
Click For Pricing
VRBO
Pet Friendly on Oyster Pond River!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Breezes and Views on Oyster Pond River! Relax in the sun and enjoy the views of the water from the deck of this quintess ...
Click For Pricing
VRBO
$25% discount for Thanksgiving Week \/ Oceanside Chatham$
From $1877 per night (USD)
VRBO
25% discount for Thanksgiving Week \/ Oceanside Chatham
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 $1877 per night (USD)
VRBO
From $460 per night (USD)
VRBO
Fire Pit, Outdoor Shower, Near Jacknife Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Summary: 17729 - Sailor's Cove: Fire Pit, Outdoor Shower, Near Jacknife Beach! The Space: Experience the quintessential ...
From $460 per night (USD)
VRBO
$Stunning Home w\/ Incredible Water Views!$
From $966 per night (USD)
Expedia
Stunning Home w\/ Incredible Water Views!
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Summary: 16662 - Seabatical : Stunning Home w/ Incredible Water Views! The Space: This beautiful oceanside property, ne ...
From $966 per night (USD)
Expedia
From $500 per night (USD)
VRBO
Sea views steps to Ridgevale Beach - Airy Cottage. Modern Amenities. Pet ok
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Pet ok with approval first. Bright and airy cottage sleeps max 5 (2 BR - 1Q, 2T) plus single pull out sofa bed in hi liv ...
From $500 per night (USD)
VRBO
From $428 per night (USD)
VRBO
Lover's Lake Escape - Chatham Lakefront home with private access to Lover's Lake
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This home is represented by Nauset Rental, a local vacation rental management company. Enjoy the serenity of Lover's L ...
From $428 per night (USD)
VRBO
From $1031 per night (USD)
VRBO
North Chatham Waterfront Oasis | 4 Bed, 3 Bath
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Amazing views! Enjoy the views of Pleasant Bay out to the ocean and the Outer Beach! This 4 bedroom 3 bath home is spaci ...
From $1031 per night (USD)
VRBO
From $431 per night (USD)
VRBO
Chillin' In Chatham, 5 minute Walk to Ridgevale Beach, Central Air, Sleeps 6.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Adorable Chatham Ridgevale Beach House With Beautiful Gardens! *******7 night minimum stay Saturday to Saturday***** ...
From $431 per night (USD)
VRBO
$Walk to the warm waters of Nantucket sound 3B\/2B home CA, W & D, all amenities$
From $342 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 $342 per night (USD)
VRBO
From $692 per night (USD)
VRBO
Sand Dunes and Salty Air - 5 minutes drive to beaches!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
A beautiful house on a quiet cul-de-sac that is close to everything that Chatham has to offer. It is less than 2 miles f ...
From $692 per night (USD)
VRBO
From $300 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 $300 per night (USD)
VRBO
From $4904 per night (USD)
VRBO
Sweeping Ocean Views, Gorgeous Home With Guest Cottage, Pool and Tennis Court
Bedrooms:
7
Bathrooms:
7
Sleeps:
16
This cherished family home + guest cottage in coveted section of North Chatham is available for only one or two weeks e ...
From $4904 per night (USD)
VRBO
From $715 per night (USD)
VRBO
Ocean & Marina Views From This Charming Cottage! Walk To Beach & Town.
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Charming cottage right next to Outermost Marina with views of the boats & water. The quintessential beach house! If you ...
From $715 per night (USD)
VRBO
$JUST 2\/10'S OF A MILE TO FOREST BEACH!!!$
From $429 per night (USD)
VRBO
JUST 2\/10'S OF A MILE TO FOREST BEACH!!!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
A BEAUTIFUL HOME THAT IS A SHORT DISTANCE TO TWO LOVELY NANTUCKET SOUND BEACHES! FOREST BEACH IS JUST 2/10'S OF A MILE A ...
From $429 per night (USD)
VRBO
From $372 per night (USD)
VRBO
3 Bedroom - Vacation Getaway in a Cozy Cape Cod Home!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Our house is ideally located in Harwich between Harwichport and downtown Chatham on a quiet road for a relaxing family v ...
From $372 per night (USD)
VRBO
From $959 per night (USD)
VRBO
SHORT WALK TO LIGHTHOUSE BEACH AND TOWN....WATERFRONT ON MILLPOND WITH PATH TO WATER!!
Bedrooms:
5
Bathrooms:
5
Sleeps:
11
Fabulous Old Village Location, Short Distance to Lighthouse Beach and Town Large, rustic waterfront property on saltwat ...
From $959 per night (USD)
VRBO
From $507 per night (USD)
VRBO
Great family rental!!
Bedrooms:
3
Bathrooms:
4
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 $504 per night (USD)
VRBO
SHORT WALK TO LIGHTHOUSE BEACH, ANDREW HARDINGS LANE BEACH AND TOWN!!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Close to Town, Lighthouse Beach and Andrew Hardings Lane -- Desirable Old Village Location! This summer rental is imma ...
From $504 per night (USD)
VRBO
From $411 per night (USD)
VRBO
Peaceful, Charming, Quiet, Airy, Cozy - Take A Look!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
This 3 bedroom 2 bathroom two-story cape is private, quiet, and overlooks a lovely cranberry bog. Inside it's airy and o ...
From $411 per night (USD)
VRBO
From $548 per night (USD)
Expedia
New Opening July 6-13!! Spacious 3 BR with A-C, Walk to Beach! Pet Friendly!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This charming, air-conditioned Chatham home has recently been upgraded. It has new living room furniture and fresh paint ...
From $548 per night (USD)
Expedia
From $1877 per night (USD)
VRBO
Oceanside Chatham - walk to Town, Beaches and CBI
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
This exquisitely furnished, charming Cape Cod house is within an easy walk of Chatham's beaches, Fish Pier, Lighthouse, ...
From $1877 per night (USD)
VRBO
From $973 per night (USD)
VRBO
AC, Pool, Hot Tub, Fenced Yard, Beach vacation home
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Spacious four bedroom, two bathroom, single family home with central air, above ground pool, hot tub, fire pit, and fenc ...
From $973 per night (USD)
VRBO
From $1049 per night (USD)
VRBO
Updated Chatham Family Compound, Heated Pool & hot tub, 489-C
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
This property is professionally managed by Pretty Picky Properties Updated Chatham Family Compound, Heated Pool with Ho ...
From $1049 per night (USD)
VRBO
From $804 per night (USD)
VRBO
California Contemporary, Walk to Beach, 1.3 Wooded Acres
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
The house is equipped with Medical Grade H13 HEPA Air Purification Filters throughout! Prestigious location within the ...
From $804 per night (USD)
VRBO
From $380 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 $380 per night (USD)
VRBO
Click For Pricing
Expedia
Lovely Updated Cape Home 1 Mile to Beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: 16661 - Hardings Hideaway: Lovely Updated Cape Home 1 Mile to Beach! The Space: This lovely updated two bedroo ...
Click For Pricing
Expedia
From $490 per night (USD)
VRBO
Summer Hydrangea: Chatham's Truly Exceptional Summer Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Summer Hydrangea, quite possibly the finest property value for an exceptional summer rental in Chatham. Priva ...
From $490 per night (USD)
VRBO
From $412 per night (USD)
VRBO
Pondfront cottage on Stillwater Pond
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Set your clocks back 50 years, and fish for your breakfast from your own dock or row-boat. This setting has been descri ...
From $412 per night (USD)
VRBO
$Waterfront on Pond w\/ Private Beach!$
From $641 per night (USD)
VRBO
Waterfront on Pond w\/ Private Beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Summary: 16664 - Family Tides: Waterfront on Pond w/ Private Beach! The Space: This beautiful waterfront property, loca ...
From $641 per night (USD)
VRBO
From $730 per night (USD)
Expedia
Walk to Private Beach Hot Tub AC Water Views The Sea Mist
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
3 Bedroom - 2 Baths - Sleeps 6 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $730 per night (USD)
Expedia
From $637 per night (USD)
VRBO
Near Beach, AC, WiFi, Pet friendly, fenced yard
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
3 Bedrooms- 2 Bathrooms- Sleeps 8 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Ma ...
From $637 per night (USD)
VRBO
From $575 per night (USD)
Expedia
Wonderful cottage located in the heart of downtown Chatham......steps to everything.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Downtown Chatham ! This quiet location in the heart of the village is just a short stroll to Main Street, where you will ...
From $575 per night (USD)
Expedia
From $1717 per night (USD)
VRBO
Waterfront. Private beach. Pool. Estate has it all!!
Bedrooms:
7
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 $1717 per night (USD)
VRBO
From $427 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 $427 per night (USD)
Expedia
From $1001 per night (USD)
VRBO
Perfect House to Enjoy Family & Friends!
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Main house has 3 bedrooms 2 baths. Open floor plan is great for a big group. Apartment has a full kitchen, living area a ...
From $1001 per night (USD)
VRBO
From $358 per night (USD)
Expedia
Lovely Home Near Bike Path Dog Welcome!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: 16665 - Summer Breeze: Lovely Home Near Bike Path Dog Welcome! The Space: This lovely four bedroom vacation ho ...
From $358 per night (USD)
Expedia
From $601 per night (USD)
VRBO
Walk to private beach, central air, wifi, 3 bedrooms.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Smell the water! Fully renovated, three bedroom, two bathroom Nantucket style home. Walk to private beach on a dead end ...
From $601 per night (USD)
VRBO
$1\/4 MILE TO BEAUTIFUL RIDGEVALE BEACH.....AND PET FRIENDLY!!$
From $236 per night (USD)
VRBO
1\/4 MILE TO BEAUTIFUL RIDGEVALE BEACH.....AND PET FRIENDLY!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
For those that love the Beach! This 2 bedroom, 1 bath cottage is perfect: Just 1/4 mile walk to beautiful Ridgevale Bea ...
From $236 per night (USD)
VRBO
From $5232 per night (USD)
VRBO
Ocean views, path to beach, short walk to lighthouse and town, sleeps 12
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
This listing combines a large house having a deck with a beautiful view of the ocean and an adjacent cottage allowing fo ...
From $5232 per night (USD)
VRBO
From $581 per night (USD)
Expedia
Beautiful Harwich home with large yard near Red River Beach & Main Street fun
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Skinequit Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $581 per night (USD)
Expedia
From $679 per night (USD)
VRBO
Stylish coastal getaway with dual living areas - walk to Main Street, near beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Chatham Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $679 per night (USD)
VRBO
From $751 per night (USD)
VRBO
Charming Waterfront Home with Commanding Views of Pleasant Bay
Bedrooms:
5
Bathrooms:
6
Sleeps:
10
This 6-bedroom 3.5-bathroom home is the perfect setting for two families or multi-generation families vacationing togeth ...
From $751 per night (USD)
VRBO
$Sunny Updated Chatham Village 2 Bedroom Condo W\/ Large Private Deck$
From $356 per night (USD)
VRBO
Sunny Updated Chatham Village 2 Bedroom Condo W\/ Large Private Deck
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Fantastic location! Thoughtfully updated with all new furnishings! Beautiful light filled 2 bedroom, 2 bath second floo ...
From $356 per night (USD)
VRBO
$Beautiful, cozy ranch home w\/ a deck - walking distance to Downtown Chatham$
From $335 per night (USD)
Expedia
Beautiful, cozy ranch home w\/ a deck - walking distance to Downtown Chatham
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
B By the Sea Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $335 per night (USD)
Expedia
From $384 per night (USD)
VRBO
Classic Cape Cod home near beaches with yard, patio & outdoor fireplace
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Pleasant Bay Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $384 per night (USD)
VRBO
Click For Pricing
Expedia
Charming home on half-acre - near Red River Beach & Cape Cod Rail Trail
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Red River Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
Click For Pricing
Expedia
From $1052 per night (USD)
VRBO
Updated Chatham Inn Home | Spacious Deck & Private Heated Pool
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Stepping Stones -- Old Chatham Inn Our calendar is updated in real-time & our nightly rates are accurately displayed. S ...
From $1052 per night (USD)
VRBO
From $232 per night (USD)
Expedia
New Lavish Condo in Heart of Downtown Chatham - Walk to Dining, Shops & Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Charming Downtown Chatham Condo Our calendar is updated in real-time & our nightly rates are accurately displayed. Simp ...
From $232 per night (USD)
Expedia
From $881 per night (USD)
VRBO
Waterfront house on Bucks Creek Marsh with deck, dock, & kayaks
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Cape Springs Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $881 per night (USD)
VRBO
Click For Pricing
Expedia
Beachfront on Pleasant Bay!!
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Waterfront! Enjoy your Chatham vacation at this stunning, newly redecorated 5 bedroom 4 and 1 half bath home in North Ch ...
Click For Pricing
Expedia
Click For Pricing
VRBO
Step back in time in this beautifully maintained antique horse barn cottage!!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Step back in time in this beautifully maintained antique carriage house that sleeps 5. Beamed ceilings, wide plank floor ...
Click For Pricing
VRBO
From $244 per night (USD)
Expedia
Sweet clapboard cottage that is walk to the beach and downtown!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Spend your vacation in The Sea Crest! This sweet clapboard cottage on the hill off Stage Harbor Road offers an open kitc ...
From $244 per night (USD)
Expedia

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Results: 691 Rentals