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From $368 per night (USD)
VRBO
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 $368 per night (USD)
VRBO
$Chatham Home w\/ Spacious Deck: 2 Mi to Beaches!$
From $339 per night (USD)
Expedia
Chatham Home w\/ Spacious Deck: 2 Mi to Beaches!
Bedrooms:
3
Bathrooms:
6
Sleeps:
8
Experience beachside bliss in Cape Cod when you stay at this 4-bedroom, 3-bath South Chatham vacation rental! This home ...
From $339 per night (USD)
Expedia
From $341 per night (USD)
VRBO
Walk to Pleasant St Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Comfortable and Charming Cottage, on a beautifully landscaped, private lot and walkable to one of Chatham's beautiful be ...
From $341 per night (USD)
VRBO
From $483 per night (USD)
Expedia
Charming three-bedroom home in quiet neighborhood!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Charming three-bedroom home in quiet neighborhood! One floor living, this home offers a queen bed in each of the three ...
From $483 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
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Expedia
The Rose Cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to the enchanting Rose Cottage, a hidden gem nestled in the heart of Chatham, Massachusetts. This picturesque re ...
Click For Pricing
Expedia
From $934 per night (USD)
VRBO
Family & Dog friendly Chatham house with tennis &water access
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
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 $934 per night (USD)
VRBO
From $896 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 $896 per night (USD)
VRBO
From $888 per night (USD)
VRBO
Wonderful dog-friendly rental close to downtown Chatham and Oyster Pond Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
New for 2024!! Wonderful dog friendly rental for the whole family, with access path to a private beach deeded at White's ...
From $888 per night (USD)
VRBO
From $707 per night (USD)
Expedia
Water Views Over Bucks Creek & Nantucket Sound
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Stay at this idyllic 3 bedroom 3 bath Hardings Beach Hills home with water views and steps to the association dock on ...
From $707 per night (USD)
Expedia
From $1002 per night (USD)
VRBO
Pet friendly home with beautiful views!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Pet Friendly with beautiful views!! Bright open living, dining area has a large slider right onto the back deck with wat ...
From $1002 per night (USD)
VRBO
$Stroll to Chatham's Popular Shops & Dining \/ Or Walk to Andrew Hardings Beach from This NEW Impeccable Compound$
From $3929 per night (USD)
Expedia
Stroll to Chatham's Popular Shops & Dining \/ Or Walk to Andrew Hardings Beach from This NEW Impeccable Compound
Bedrooms:
8
Bathrooms:
7
Sleeps:
16
Stroll to Chatham's Popular Shops & Dining / Or Walk to Andrew Hardings Beach from This NEW Impeccable Compound . Recent ...
From $3929 per night (USD)
Expedia
From $830 per night (USD)
VRBO
Newly Renovated Home in Chatham, Walk to Town and Beach: 016-C
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
This property is professionally managed by Pretty Picky Properties. Newly Renovated Home in Chatham, Walk to Town and B ...
From $830 per night (USD)
VRBO
From $548 per night (USD)
Expedia
In the Middle of Everything Chatham
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This 3-bedroom, 2-bathroom home is perfectly located between serene Ridgevale Beach and the popular Chatham Center. Ridg ...
From $548 per night (USD)
Expedia
From $354 per night (USD)
VRBO
WATERFRONT -Topside Boathouse - Swim and Fish off the Deck !
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Topside Boathouse Drift off to sleep to the gentle rhythm of waves beneath your bedroom window. Wake to spectacular sun ...
From $354 per night (USD)
VRBO
From $2014 per night (USD)
Expedia
ON THE WATER Topside Main House on Pleasant Bay. Sleeps 8, 3.5 baths.
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Right on the Water - Built by the present owner's grandfather in the 1930's, this home is as close to the water as you c ...
From $2014 per night (USD)
Expedia
From $537 per night (USD)
VRBO
Close to Beach Renovated Dog Friendly Cape Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
4 minutes from the beach and nestled on a spacious half acre set back more than 250 feet on a private road, this newly r ...
From $537 per night (USD)
VRBO
From $2258 per night (USD)
Expedia
Exclusive Harwich Haven: Pool, Spa and More RPAM068
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
Welcome to 8 Bascom Hollow, a truly luxurious Cape Cod escape. Located in East Harwich, this home offers tenants an exce ...
From $2258 per night (USD)
Expedia
$Coastal home w\/ saltwater pool, private beach access & chef's kitchen - dogs OK$
Click For Pricing
VRBO
Coastal home w\/ saltwater pool, private beach access & chef's kitchen - dogs OK
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Pleasantries Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
Click For Pricing
VRBO
From $694 per night (USD)
Expedia
Dog friendly, 4 bdrm, sleeps 10, game room, near beach
Bedrooms:
3
Bathrooms:
5
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 $694 per night (USD)
Expedia
$Two-story dog-friendly retreat with enclosed yard, playset, W\/D, & firepit$
From $480 per night (USD)
VRBO
Two-story dog-friendly retreat with enclosed yard, playset, W\/D, & firepit
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
Sand Dollar Dreams Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $480 per night (USD)
VRBO
From $256 per night (USD)
Expedia
New! Chatham Cottage- 1 Mile to Downtown & Beaches
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Escape to our charming 2 bed/1 bath North Chatham cottage! A short walk to Chatham's best beaches and downtown shops an ...
From $256 per night (USD)
Expedia
From $397 per night (USD)
VRBO
New 2024 - South Chatham Summerhouse
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
This home is represented by Nauset Rental, a local vacation rental management company. Welcome to South Chatham Summer ...
From $397 per night (USD)
VRBO
From $673 per night (USD)
Expedia
3 bedroom, 2.5 bathroom, sleeps 10, half mile to beach
Bedrooms:
3
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 $673 per night (USD)
Expedia
Click For Pricing
VRBO
Steps from Cockle Cove Beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Steps from Cockle Cove Beach! Enjoy all the charming updates and water views in this beautifully appointed 4 bedroom (ki ...
Click For Pricing
VRBO
From $736 per night (USD)
VRBO
Harwichport Haven
Bedrooms:
6
Bathrooms:
4
Sleeps:
12
Nestled in the picturesque coastal town of Harwich Port, this charming retreat offers the perfect blend of comfort and s ...
From $736 per night (USD)
VRBO
From $692 per night (USD)
VRBO
Steps to Chatham's Historic Downtown
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Luxury Retreat on Popular Main Street Chatham. This unique hide-a-way is a spacious 2 bedroom 2nd floor condo in the he ...
From $692 per night (USD)
VRBO
From $525 per night (USD)
Expedia
Steps to Chatham's Historic Downtown
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Luxury Retreat on Popular Main Street Chatham. This unique hide-a-way is a spacious 2 bedroom 2nd floor condo in the he ...
From $525 per night (USD)
Expedia
Click For Pricing
VRBO
Beautiful 5 BR property with pool and hot tub!
Bedrooms:
5
Bathrooms:
3
Sleeps:
10
2024 Rental Rates: In-Season: $11,000 per week, Plus Fees and Taxes No Off-Season Click for More Photos, Map, and A ...
Click For Pricing
VRBO
From $435 per night (USD)
Expedia
Fantastically located Chatham house - New patio, refurbished
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Fantastically located Chatham house - New patio, refurbished ( PET FRIENDLY) Beautiful Family Home w/ fire pit and <1 ...
From $435 per night (USD)
Expedia
From $791 per night (USD)
VRBO
Stroll To Lighthouse Beach or Chatham's Charming Downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Best location to spend your days in Chatham! This comfortable condominium overlooks the peaceful marshland in the back ...
From $791 per night (USD)
VRBO
From $1043 per night (USD)
Expedia
Waterfront Pet Friendly Home, with best views in Chatham!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Classic, Cape Cod home, sitting high above Oyster River and Stage Harbor Lighthouse... Views from every window! Plenty ...
From $1043 per night (USD)
Expedia
From $513 per night (USD)
VRBO
Walk to Main St and Oyster Pond in Chatham!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: 16685 - Chatham Breeze : Walk to Main St and Oyster Pond in Chatham! The Space: Discover the epitome of Cape C ...
From $513 per night (USD)
VRBO
From $1656 per night (USD)
VRBO
2 Adjacent Homes on 6-acre Chatham Estate. Water views and access. Tennis & more
Bedrooms:
6
Bathrooms:
8
Sleeps:
18
Welcome to Camp Moonpenny- a 6 acre property in the Sears Point area of Chatham. While only 2 miles from Main Street att ...
From $1656 per night (USD)
VRBO
$Newly Renovated and Ideally Located \/ Close to Chatham's Idyllic Downtown$
From $579 per night (USD)
VRBO
Newly Renovated and Ideally Located \/ Close to Chatham's Idyllic Downtown
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Newly Renovated and Ideally Located, this Two-Bedroom Home is Close to Downtown, the Chatham A's Ballpark, the Fish Pier ...
From $579 per night (USD)
VRBO
From $609 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 $609 per night (USD)
Expedia
Click For Pricing
VRBO
Coastal Condo in the Heart of Downtown Chatham!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
RECENTLY REDUCED TO $2750 PER WEEK! Coastal Condo in Heart of Downtown Chatham - Steps to Dining, Shops & Beaches A r ...
Click For Pricing
VRBO
From $431 per night (USD)
Expedia
Charming Chatham Abode with Sunroom!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: 16686 - Chatham Life: Charming Chatham Abode with Sunroom! The Space: Embark on a journey into the quintessent ...
From $431 per night (USD)
Expedia
From $822 per night (USD)
VRBO
Immaculate in South Harwich, Pool, Walk to Beach: 015-HD
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
This property is professionally managed by Pretty Picky Properties Immaculate in South Harwich, Brand New Pool, Close t ...
From $822 per night (USD)
VRBO
From $171 per night (USD)
Expedia
Near Beach-Studio cottage with Central Air- WIFI
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
1 Bedroom - 1 Baths - Sleeps 1 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $171 per night (USD)
Expedia
From $2298 per night (USD)
VRBO
Harbor Watch, Unique & Fabulous Home with Stunning Views on Stage Inlet!
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Fabulous home on Stage Harbor Inlet. Stunning sunrise and sunset views from every room. A boaters paradise including pri ...
From $2298 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 $613 per night (USD)
VRBO
Walk to Oyster Pond and Main Street Chatham!
Bedrooms:
4
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 $613 per night (USD)
VRBO
From $1454 per night (USD)
Expedia
Stunning Beach Retreat Walk to Chatham Bars Inn, & Town
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
This amazing seven bedroom Chatham home is located just .5 miles from Chatham’s beautiful downtown shopping area. It is ...
From $1454 per night (USD)
Expedia
From $307 per night (USD)
VRBO
Charming 2-bedroom condo Less than 1 mile from Ridgevale Beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy and relax on Cape Cod with our newly renovated condo in Chatham. Less than a mile from Ridgevale Beach. One of the ...
From $307 per night (USD)
VRBO
From $635 per night (USD)
VRBO
Walk to downtown Chatham!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Your Chatham adventure begins at this lovely 3-bedroom house. With 2 queen beds and 1 full bed, it's the perfect retreat ...
From $635 per night (USD)
VRBO
Click For Pricing
VRBO
Renovated 2 bed home with extra living area, 5 min drive to Red River Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
New to our 2024 Inventory! This bright and cheerfully decorated home is located in desirable Harwich neighborhood, just ...
Click For Pricing
VRBO
From $610 per night (USD)
Expedia
Walk to Downtown Chatham, Steps to Beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: 16688: Sand Bar - Walk to Downtown Chatham, Steps to Beach! The Space: Introducing Sand Bar: Your Private Have ...
From $610 per night (USD)
Expedia
From $512 per night (USD)
VRBO
Waterfront Home With Dock and Two Water Facing Decks! (2372)
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to your serene waterfront retreat on Taylors Pond, offering direct access to Cockle Cove and the vast expanse of ...
From $512 per night (USD)
VRBO
Click For Pricing
Expedia
FRIDAY TO FRIDAY RENTAL.... Cozy beach house close to Hardings Beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
FRIDAY TO FRIDAY RENTAL.... Cozy beach house sleeps 9 with 4 bedrooms (2 queen, double, 2 twins) and 2 baths, hardwood f ...
Click For Pricing
Expedia
Click For Pricing
VRBO
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
VRBO
$Water-view house near golf with firepit, grill, deck, central AC & washer\/dryer$
From $332 per night (USD)
Expedia
Water-view house near golf with firepit, grill, deck, central AC & washer\/dryer
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Chatham Charmer Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $332 per night (USD)
Expedia
$Elegant Coastal Retreat In Chatham w\/ Private Association Beach RPAM067$
Click For Pricing
VRBO
Elegant Coastal Retreat In Chatham w\/ Private Association Beach RPAM067
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Welcome to your dream getaway in Chatham, Massachusetts: 49 Patterson Road. Nestled along the coastline in a lovely neig ...
Click For Pricing
VRBO
From $657 per night (USD)
Expedia
Walk 2Beach, Pool, Hot Tub, GameRoom, PetsOK
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Stunning 4-Bedroom Oasis in a great location with Pool, Hot tub, and outdoor kitchen.. Your comfort and enjoyment are ...
From $657 per night (USD)
Expedia
From $1069 per night (USD)
VRBO
Main House, Guest House, Hot Tub, Walk to Everything in Chatham: 022-CD
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
This property is professionally managed by Pretty Picky Properties Main House, Guest House, Hot Tub, Walk to Everything ...
From $1069 per night (USD)
VRBO
From $413 per night (USD)
Expedia
Stunning Marsh Views, Near Pleasant Street Beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: 16689: Lady Slipper - Stunning Marsh Views, Near Pleasant St. Beach! The Space: Nestled in the serene enclave ...
From $413 per night (USD)
Expedia
From $458 per night (USD)
VRBO
Updated Beach House near Ridgevale Beach: 027-C
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This home is professionally managed by Pretty Picky Properties Updated Beach House near Ridgevale Beach Sleeps 6 3 Bed ...
From $458 per night (USD)
VRBO
From $678 per night (USD)
Expedia
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 $678 per night (USD)
Expedia
Click For Pricing
VRBO
Great for two families near Ridgevale Beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Great for two families and near Ridgevale Beach! This house is located in a quiet neighborhood on a cul-du-sac. A perf ...
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VRBO
From $1022 per night (USD)
VRBO
Renovated Chatham Compound on Bike Path, Less Than a Mile to the Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Recently renovated, this charming Chatham compound can sleep over 10 guests with 2 bedrooms in the main house, 2 bedroom ...
From $1022 per night (USD)
VRBO
From $583 per night (USD)
VRBO
Cozy Chatham Getaway- minutes to all things Cape Cod- New listing!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to your perfect beach getaway in beautiful Chatham! This charming four-bedroom, two-bathroom cottage is just 2 m ...
From $583 per night (USD)
VRBO
From $714 per night (USD)
Expedia
Brand New Four Bedroom Home Near Beach and Town
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Brand new 4 bedroom, 2 bath North Chatham home near town and beach. The property boasts a designer kitchen, luxury marbl ...
From $714 per night (USD)
Expedia
$Spacious retreat with updated bathrooms, games, AC, patio, & W\/D- .6mi to beach$
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VRBO
Spacious retreat with updated bathrooms, games, AC, patio, & W\/D- .6mi to beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Root Beer Float Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
Click For Pricing
VRBO
From $629 per night (USD)
VRBO
Chatham Cape Cod Retreat, near boat yards, Harding's Beach, Stage Harbor Light
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
This modern Chatham home, filled with books and art, and surrounded by nature, is a peaceful retreat for those who appre ...
From $629 per night (USD)
VRBO
From $1140 per night (USD)
VRBO
Beautiful Location, Private Beach, Well-Behaved Pet Friendly
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
The perfect spot, offering lovely outdoor amenities such as a large, beautiful hedged yard for outdoor activities, a cov ...
From $1140 per night (USD)
VRBO
From $1111 per night (USD)
Expedia
Beautiful Location, Private Beach, Well-Behaved Pet Friendly
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
The perfect spot, offering lovely outdoor amenities such as a large yard for outdoor activities, a coveted private beach ...
From $1111 per night (USD)
Expedia
From $1122 per night (USD)
VRBO
Amazing 4 Bedroom Home! Walk to Downtown Chatham and Oyster Pond!
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Beautiful four bedroom home located just steps to all the signature shops and restaurants on Main Street! Leave your str ...
From $1122 per night (USD)
VRBO
$3 Bedroom Sea-Side Cottage w\/ Beach Access RPAM083$
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Expedia
3 Bedroom Sea-Side Cottage w\/ Beach Access RPAM083
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Nestled at the end of Little Beach Road in Chatham, this charming 3-bedroom, 2-bathroom cottage invites you to indulge i ...
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Expedia
$2 Bedroom Sea-Side Cottage w\/ Beach Access RPAM085$
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VRBO
2 Bedroom Sea-Side Cottage w\/ Beach Access RPAM085
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Nestled at the end of Little Beach Road in Chatham, this charming 2-bedroom, 1-bathroom cottage invites you to indulge i ...
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VRBO
$Charming condo with patio, W\/D, & central location$
From $403 per night (USD)
Expedia
Charming condo with patio, W\/D, & central location
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Dreamcatcher Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $403 per night (USD)
Expedia
$Beautiful Chatham, Sun Sand & Surf. 8\/10 mile to beaches ,pet friendly home$
From $443 per night (USD)
VRBO
Beautiful Chatham, Sun Sand & Surf. 8\/10 mile to beaches ,pet friendly home
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Island view is a beautiful Chatham beach house Located in a quite cul- de- sac , think about the warm tranquil mornings ...
From $443 per night (USD)
VRBO
$New Home, Dogs ok. A\/C, near beach, shopping$
From $1077 per night (USD)
Expedia
New Home, Dogs ok. A\/C, near beach, shopping
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 $1077 per night (USD)
Expedia
From $631 per night (USD)
VRBO
18 Bearberry Lane South Chatham - Rhododendron Cottage
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
3 Bedroom - 2 Baths - Sleeps 6 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $631 per night (USD)
VRBO
$Downtown Chatham Luxurious & Spacious Condo w\/ Roof Deck - Close to Oyster Pond$
From $747 per night (USD)
VRBO
Downtown Chatham Luxurious & Spacious Condo w\/ Roof Deck - Close to Oyster Pond
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Enjoy easy access to everything from this centrally located condo in the heart of downtown Chatham. This luxury condo is ...
From $747 per night (USD)
VRBO
From $259 per night (USD)
VRBO
2 bd, 2bth dog-friendly cottage on conservation land
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
2 Bedroom - 2 Baths - Sleeps 5 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $259 per night (USD)
VRBO
From $597 per night (USD)
Expedia
Charming 4-Bedroom Cape Cod Retreat
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 $597 per night (USD)
Expedia
From $491 per night (USD)
VRBO
Wifi, AC, 4 bedrooms, 3 bathrooms, additional sleep space and bonus living room in the lower level
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
3 Bedroom - 3 Bath - Sleeps 10 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $491 per night (USD)
VRBO
From $1267 per night (USD)
Expedia
New build! Walk to beach, lots of room, great outdoor space, dogs ok
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
4 Bedroom - 3 Baths - Sleeps 10 Complimentary Linens Service Provided: This includes bedsheets, bath, beach, and dish to ...
From $1267 per night (USD)
Expedia
From $670 per night (USD)
VRBO
Hardings Beach Chatham Stunner! Renovated! Walk to Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to 96 Bucks Creek in the coveted Hardings Hill Neighborhood! Less than a mile to beautiful Hardings Beach - thi ...
From $670 per night (USD)
VRBO
From $396 per night (USD)
Expedia
Charming 3-bedroom house with AC in enchanting Chatham MA with private beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Your Chatham getaway awaits at this enchanting 3-bedroom house. With 1 king bed, 4 twin beds, and 2 bathrooms featuring ...
From $396 per night (USD)
Expedia
From $552 per night (USD)
VRBO
Chatham Shenanigans, Chatham Shenanigans
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Experience the beauty of Cape Cod at Chatham Shenanigans. This beautiful, well-appointed, bright home is centrally locat ...
From $552 per night (USD)
VRBO
From $703 per night (USD)
Expedia
Walk to Hardings Beach and private association beach, newly refreshed
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
3 Bedroom - 2 Baths - Sleeps 6 During peak summer weeks, our properties typically require a 7-night stay, either Friday- ...
From $703 per night (USD)
Expedia
From $589 per night (USD)
VRBO
3-bedroom house in charming Chatham with WiFi, fitness room, AC
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This 3-bedroom house in Chatham is perfect for your escape to relaxation. With 1 king bed, 1 queen bed, and 4 twin beds, ...
From $589 per night (USD)
VRBO
From $404 per night (USD)
Expedia
Quiet South Chatham 2-Bedroom House, Close To Beaches
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Just listed well kept 2 bedroom Chatham home just a short drive from popular Rigdevale, Cockle Cove, and Hardings beache ...
From $404 per night (USD)
Expedia
From $1488 per night (USD)
VRBO
Waterfront, Updated 4 Bedroom Home with Views of Stage Harbor & Nantucket Sound
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Recently updated waterfront home overlooking Snake River, Stage Harbor & Nantucket Sound on Stage Island. 4+ bedroom, 3 ...
From $1488 per night (USD)
VRBO
Click For Pricing
Expedia
Summerwind - Ocean views and walk to beach
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Summary: Beautiful well maintained home with fabulous views of Nantucket Sound and a short walk from driveway to beach. ...
Click For Pricing
Expedia
$Superlative Chatham Retreat w\/ Heated Pool and Spa RPAM104$
From $2597 per night (USD)
VRBO
Superlative Chatham Retreat w\/ Heated Pool and Spa RPAM104
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
NEW FOR THE 2025 SEASON! Welcome to your perfect Cape Cod getaway in the heart of Chatham! This stunning 4-bedroom, 3.5- ...
From $2597 per night (USD)
VRBO
From $278 per night (USD)
Expedia
Secluded Quiet Family-Friendly Cape Oasis
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to a secluded Cape Cod oasis we call the Hidden Hollow. This beautiful, family-friendly home is just a short driv ...
From $278 per night (USD)
Expedia
From $286 per night (USD)
VRBO
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 ...
From $286 per night (USD)
VRBO
From $406 per night (USD)
Expedia
Cozy Retreat in South Chatham (2374)
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
NEW FOR 2024! Welcome to our cozy single-family home located in beautiful South Chatham. This property features 3 comfor ...
From $406 per night (USD)
Expedia
From $3959 per night (USD)
VRBO
Rambling 9 bedroom within walking distance to Red River Beach.
Bedrooms:
7
Bathrooms:
9
Sleeps:
14
Rambling 9 bedroom, updated home with layout flexibility (3 living rooms, 2 kitchens!). Perfect for families traveling t ...
From $3959 per night (USD)
VRBO

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