
Chatham Rentals

- From $1075 per night (USD)
VRBO
Charming Waterfront House in Chatham
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 11
Very private lakefront setting with spectacular views and private beach. Filled with Charm. It was the original Ice Hous ...
From $1075 per night (USD)VRBO
- From $535 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 $535 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 $485 per night (USD)
Expedia
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 $485 per night (USD)Expedia
- From $1144 per night (USD)
VRBO
Blue water views and coral sunsets from every room in this beautifully appointed home.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Experience breathtaking coral sunsets and deep blue water views from this beautifully furnished home. Unwind on the fron ...
From $1144 per night (USD)VRBO
- From $372 per night (USD)
Expedia
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
Experience the charm of downtown Chatham from this cozy rental! You'll be just a short walk from Oyster Pond, perfect fo ...
From $372 per night (USD)Expedia
- From $2667 per night (USD)
VRBO
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 $2667 per night (USD)VRBO
- From $509 per night (USD)
Expedia
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 $509 per night (USD)Expedia
- From $2606 per night (USD)
VRBO
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
Are you ready for tennis? This stately home features 8 bedrooms and can accommodate 18 guests, with 3 king beds, 2 queen ...
From $2606 per night (USD)VRBO
- From $691 per night (USD)
Expedia
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 $691 per night (USD)Expedia
- From $685 per night (USD)
VRBO
Pet friendly and waterfront!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This beautiful home overlooking Emery Pond offers a spacious layout with 2 bedrooms and 1.5 baths, comfortably accommoda ...
From $685 per night (USD)VRBO
- From $343 per night (USD)
Expedia
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 $343 per night (USD)Expedia
- From $688 per night (USD)
VRBO
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 $688 per night (USD)VRBO
- From $508 per night (USD)
Expedia
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 $508 per night (USD)Expedia
- From $552 per night (USD)
VRBO
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 ...
From $552 per night (USD)VRBO
- From $739 per night (USD)
Expedia
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 $739 per night (USD)Expedia
- From $227 per night (USD)
VRBO
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 $227 per night (USD)VRBO
- From $856 per night (USD)
Expedia
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 $856 per night (USD)Expedia
- From $652 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 $652 per night (USD)VRBO
- From $1613 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 $1613 per night (USD)Expedia
- From $762 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 $762 per night (USD)VRBO
- From $923 per night (USD)
Expedia
Town Home Community pool tennis AC
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
2 Bedroom - 3 Bathroom - Accommodates 6 Comfortably During peak summer weeks it is typical for our properties to require ...
From $923 per night (USD)Expedia
- From $487 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 $487 per night (USD)VRBO
- From $1516 per night (USD)
Expedia
School Street in the Old Village!! Charming, new construction with attention to detail!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Discover the charm of this home on sought after School Street! This stunning 4 bedroom property features a flexible slee ...
From $1516 per night (USD)Expedia
- From $1760 per night (USD)
VRBO
In Town Location Near Beach Pet Friendly Sleeps 18
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 18
8 Bedrooms- 5.5 Bathrooms- Sleeps 18 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. ...
From $1760 per night (USD)VRBO
- From $709 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 $709 per night (USD)Expedia
- Click For Pricing
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 ...
Click For PricingVRBO
- From $2173 per night (USD)
Expedia
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 $2173 per night (USD)Expedia
- From $766 per night (USD)
VRBO
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 $766 per night (USD)VRBO
- From $767 per night (USD)
Expedia
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 $767 per night (USD)Expedia
- From $716 per night (USD)
VRBO
Beautiful Cape Cod Gem
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
This classic Cape Cod house is full of traditional charm and features without skimping on the modern amenities. Upstair ...
From $716 per night (USD)VRBO
- From $373 per night (USD)
Expedia
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 $373 per night (USD)Expedia
- From $381 per night (USD)
VRBO
Chatham Village: Large, Newly-Renovated 1 Bedroom 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 ...
From $381 per night (USD)VRBO
- From $786 per night (USD)
Expedia
CHARMING 4 BEDROOM HISTORIC PROPERTY, WALK TO TOWN AND LIGHTHOUSE BEACH!!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Close to Town and Lighthouse Beach, Located in the Heart of the Old Village Section of Chatham. This charming renovate ...
From $786 per night (USD)Expedia
- From $563 per night (USD)
VRBO
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 $563 per night (USD)VRBO
- From $1877 per night (USD)
Expedia
Shore Road Chatham - Oceanside - Walk to Town and Beaches
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
We just had a reschedule. 4th of July is currently available.! We are offering a 10% discount for a rental ending July ...
From $1877 per night (USD)Expedia
- From $621 per night (USD)
VRBO
Sea views steps to Ridgevale Beach - Airy Cottage. Modern Amenities. Pet.linen
- 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 $621 per night (USD)VRBO
- From $893 per night (USD)
Expedia
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 $893 per night (USD)Expedia
- From $1261 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 $1261 per night (USD)VRBO
- From $870 per night (USD)
Expedia
Walk to Pleasant Street Beach, Renovated, Central AC, King Bed!!!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Cape Charmed Chatham Colonial! Nearby to Pleasant Street Beach! This newly remodeled, bright and beautifully decorated, ...
From $870 per night (USD)Expedia
- From $413 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 $413 per night (USD)VRBO
- From $346 per night (USD)
Expedia
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 $346 per night (USD)Expedia
- From $777 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 $777 per night (USD)VRBO
- From $282 per night (USD)
Expedia
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 $282 per night (USD)Expedia
- 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 $671 per night (USD)
Expedia
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 $671 per night (USD)Expedia
- From $429 per night (USD)
VRBO
Three Bedroom Updated Property -- Short Walk to Forest Beach and Pleasant Street Beach.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful home that is 2/10's mile to Forest Beach and 3/10's mile to Pleasant Street Beach - Both Nantucket Sound beach ...
From $429 per night (USD)VRBO
- From $383 per night (USD)
Expedia
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 $383 per night (USD)Expedia
- From $1036 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 $1036 per night (USD)VRBO
- From $524 per night (USD)
Expedia
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 $524 per night (USD)Expedia
- From $331 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 $331 per night (USD)VRBO
- From $411 per night (USD)
Expedia
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)Expedia
- From $498 per night (USD)
VRBO
Spacious 3 BR with AC, ample flex space. 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 $498 per night (USD)VRBO
- From $1854 per night (USD)
Expedia
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 $1854 per night (USD)Expedia
- 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 $1071 per night (USD)
Expedia
Sail Loft: 489-C Updated Chatham Family Compound, Heated Pool w\/Hot Tub, Walk to Town\/Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
This property is professionally managed by Pretty Picky Properties Updated Chatham Family Compound, Heated Pool with Ho ...
From $1071 per night (USD)Expedia
- From $825 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 $825 per night (USD)VRBO
- From $401 per night (USD)
Expedia
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 $401 per night (USD)Expedia
- From $523 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 $523 per night (USD)VRBO
- From $412 per night (USD)
Expedia
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)Expedia
- From $639 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 $639 per night (USD)VRBO
- From $743 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 $743 per night (USD)Expedia
- From $605 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 $605 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
Escape to downtown Chatham! This serene spot in the heart of the village is just a short walk from Main Street's shops, ...
From $575 per night (USD)Expedia
- From $3303 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 $3303 per night (USD)VRBO
- From $439 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 $439 per night (USD)Expedia
- From $1136 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 $1136 per night (USD)VRBO
- From $286 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 $286 per night (USD)Expedia
- From $548 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 $548 per night (USD)VRBO
- From $257 per night (USD)
Expedia
TWO BEDROOM PET FRIENDLY COTTAGE -- 1\/4 MILE TO RIDGEVALE BEACH
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
For those that love the Beach! Just 1/4 mile to beautiful Ridgevale Beach. Cape cod cottage with two bedrooms and one ...
From $257 per night (USD)Expedia
- From $708 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 $708 per night (USD)VRBO
- From $590 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 $590 per night (USD)Expedia
- From $700 per night (USD)
VRBO
A well-appointed getaway near beach, Wifi, Gas grill, Fireplace
- 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 $700 per night (USD)VRBO
- From $502 per night (USD)
Expedia
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 $502 per night (USD)Expedia
- Click For Pricing
VRBO
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 ...
Click For PricingVRBO
- From $420 per night (USD)
Expedia
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 $420 per night (USD)Expedia
- From $807 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 $807 per night (USD)VRBO
- From $566 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 $566 per night (USD)Expedia
- From $734 per night (USD)
VRBO
Waterfront house on Bucks Creek Marsh with deck, dock, & kayaks
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Cape Springs Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $734 per night (USD)VRBO
- From $2594 per night (USD)
Expedia
Beachfront on Pleasant Bay!!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Waterfront! Enjoy your Chatham vacation at this stunning 5 bedroom 4 and 1 half bath home in North Chatham. Situated on ...
From $2594 per night (USD)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 and experience the charm of this beautifully maintained antique carriage house, comfortably accommodat ...
Click For PricingVRBO
- From $248 per night (USD)
Expedia
Sweet clapboard cottage that is walk to the beach and downtown!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Escape to The Sea Crest for your next vacation! This charming clapboard cottage, perched on a hill off Stage Harbor Road ...
From $248 per night (USD)Expedia
- From $248 per night (USD)
VRBO
Cute clapboard cottage on the hill off Stage Island Road!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Spend your vacation in The Sand Dune! This cute clapboard cottage on the hill off Stage Island Road offers an open kitch ...
From $248 per night (USD)VRBO
- From $253 per night (USD)
Expedia
Colorful clapboard cottage perfect for 2!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Escape to The Sea Glass for your next vacation! This charming clapboard cottage, perched on a hill off Stage Harbor Road ...
From $253 per night (USD)Expedia
- From $564 per night (USD)
VRBO
Just off the Chatham bike loop... a perfect location for your family vacation.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located just off the Chatham loop, this two bedroom home is the perfect spot for your family vacation. It features a que ...
From $564 per night (USD)VRBO
- From $379 per night (USD)
Expedia
The Whistling Whale - Fantastic Location!!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Whistling Whale - Fantastic Location!! Charming one bedroom, upstairs apartment with a queen bed and fabulous views ...
From $379 per night (USD)Expedia
- From $618 per night (USD)
VRBO
Charming House Close to Downtown-Pier-Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Charming 3bdrm/2ba House -1 mile from Downtown- Close to Lighthouse Beach About our space Pack your bags and leave the ...
From $618 per night (USD)VRBO
- From $830 per night (USD)
Expedia
Beach Cottage 4BD\/2BATH (2,138 sqft)
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Beautifully renovated 4 BR/2BA bath Cape (2,138 sqft) and just a mile from Hardings Beach! Enjoy the updated kitchen, l ...
From $830 per night (USD)Expedia
- From $864 per night (USD)
VRBO
Beautiful and Spacious, Sleeps 10 and a Quick Walk to Chatham's popular Harding's Beach!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
Spacious Updated Home, Very Close to Popular Kid-friendly Harding's Beach, just Perfect for Two Families! This lovel ...
From $864 per night (USD)VRBO
- From $217 per night (USD)
Expedia
Charming ranch home with fast WiFi, central air conditioning, & a washer\/dryer
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Jesmond Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $217 per night (USD)Expedia
- From $805 per night (USD)
VRBO
Serene home near downtown with furnished deck - walk to Ridgevale Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Cozy Cape Time Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $805 per night (USD)VRBO
- From $601 per night (USD)
Expedia
5-Mins to Forest Beach Dog Friendly!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: 16647 - Pink Sky : 5-Mins to Forest Beach Dog Friendly! The Space: Escape the hustle and bustle of your everyd ...
From $601 per night (USD)Expedia
- From $514 per night (USD)
VRBO
Newly Renovated Modern Pond Access!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: 16622 - The Yachtsman: Newly Renovated Modern Pond Access! The Space: Fully updated and modernized, this vacat ...
From $514 per night (USD)VRBO
- From $780 per night (USD)
Expedia
Perfect Chatham Retreat | Access To Lovers Lake
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
*Cancellation policy at end of property description.* Enjoy your best days of summer at this 2BR + Bonus custom home ...
From $780 per night (USD)Expedia
- From $572 per night (USD)
VRBO
Stay In Harwich This Summer, Prime Weeks Available
- Bedrooms:
- 3
- 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 $572 per night (USD)VRBO
- From $364 per night (USD)
Expedia
On Goose Pond Pet Friendly Wifi Water Views Private
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
1 Bedroom- 1 Bath- Sleeps 4 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many of ...
From $364 per night (USD)Expedia
- Click For Pricing
VRBO
Spacious Cape - Large Private Backyard, 3 Decks!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
All bathrooms and kitchens recently renovated. Fast 1GB internet, full cable, multiple living areas, work from home frie ...
Click For PricingVRBO
- From $349 per night (USD)
Expedia
Idyllic Cape House Close to Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Idyllic cape house close to beaches and ponds, as well as walking distance to restaurants, bars, ice cream, and shops in ...
From $349 per night (USD)Expedia
- From $1011 per night (USD)
VRBO
Chatham's Best Views-Harbor & Atlantic; On the Beach 4 Kayaks, 2 SUP's, 5 chairs
- Bedrooms:
- 5
- Bathrooms:
- 3
- Sleeps:
- 5
This exquisite ONE (1) family home easily compares favorably to ocean front suites at the Chatham Bars Inn for a fractio ...
From $1011 per night (USD)VRBO
- From $1134 per night (USD)
Expedia
Dog Friendly! Half mile to Hardings Beach, newly updated, modern coastal chic, great outdoor space
- 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 $1134 per night (USD)Expedia