Chatham Rentals
- From $280 per night (USD)
VRBO
Charming Chatham Beach House; Walk to Hardings Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
You will love Rhododendron House -- a recently updated 2 bedroom vacation house. This private hilltop retreat is located ...
From $280 per night (USD)VRBO
- From $215 per night (USD)
VRBO
Cozy South Chatham Vacation Cottage
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This cozy South Chatham vacation cottage is located in a seaside neighborhood, close to the Chatham Beaches on Nantucket ...
From $215 per night (USD)VRBO
- From $142 per night (USD)
VRBO
Explore Chatham's Nantucket Sound Beaches!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This lovely townhouse is conveniently located between down town Chatham and Harwich center. It's located close to some o ...
From $142 per night (USD)VRBO
- From $227 per night (USD)
VRBO
Cute Cottage - Half Mile to Nantucket Sound!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This cottage is perfect for a relaxing vacation. It is located in a quiet location in South Chatham, only ½ mile to Nant ...
From $227 per night (USD)VRBO
- From $798 per night (USD)
VRBO
300 Yds on Sidewalk to Hardings Beach; On Private 1.5 Acres. Week 7\/13 Avail.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
If you have children or grandchildren, Blue Skye is for you. Lots of lawn to run and play, but they are far from the st ...
From $798 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Cozy renovated classic Cape cottage a short walk to Forest Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This cute 2 bedroom 1 bath cottage was recently completely renovated inside and is bright, clean and cozy. It is locat ...
From $250 per night (USD)VRBO
- From $1603 per night (USD)
VRBO
Exquisite Old Cape Charm, Spectacular Views, Huge Private Beach, Sleeps 20
- Bedrooms:
- 8
- Bathrooms:
- 13
- Sleeps:
- 20
This is the old Cape Cod at its loveliest and most peaceful. Although the oldest part of the house was originally a cott ...
From $1603 per night (USD)VRBO
- From $217 per night (USD)
VRBO
Cape Cod Chatham Water View Retreat
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Secluded Cape Cod Chatham retreat on tidal estuary creek. Private entrance from flagstone patio. Quiet large designer st ...
From $217 per night (USD)VRBO
- From $185 per night (USD)
VRBO
Chatham Cottage on the Big Pond One Mile to Ocean Beaches
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Get away and relax at our cottage on White Pond in beautiful Chatham Cape Cod. The cottage has a private fresh water bea ...
From $185 per night (USD)VRBO
- From $264 per night (USD)
VRBO
Near Harding's Beach, 4 min walk to Oyster River...AC, private deck area
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Just off of Barnhill Rd on the way to popular Harding's Beach, this air conditioned, updated three bedroom house off ...
From $264 per night (USD)VRBO
- From $257 per night (USD)
VRBO
This wonderful home is very close to two beautiful beaches on the Nantucket Sound!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This wonderful home is very close to two beautiful beaches on the Nantucket Sound! It is situated on 2 acres of wooded ...
From $257 per night (USD)VRBO
- From $400 per night (USD)
VRBO
Location Location! Perfect 2-Bedroom Condo On Main Street In Chatham
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Pet Friendly! Two bedroom luxury vacation condo on second floor of home in the heart of Chatham Village! Head up the sta ...
From $400 per night (USD)VRBO
- From $1290 per night (USD)
VRBO
SeaGlass House - Beautiful Cape Cod Home. Ocean Views & High End Decor
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to the SeaGlass House! Charming and bright, open concept Cape house perfect for creating long lasting memories. ...
From $1290 per night (USD)VRBO
- From $1375 per night (USD)
VRBO
Beachfront Nantucket style home with amazing views on 3 acre estate setting
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 9
'The Bluff House' is a very private turn of the century informal home located down a private country lane directly on th ...
From $1375 per night (USD)VRBO
- From $215 per night (USD)
VRBO
Lovely Chatham Home Near the Bike Trail
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy this 3-bedroom, 2 bath contemporary Chatham home just minutes from the Cape Cod Rail Trail for great cycling and 1 ...
From $215 per night (USD)VRBO
- From $306 per night (USD)
VRBO
Charming Air Conditioned Chatham Vacation Home Walk to Beach & Tennis
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This charming house is located on a landscaped, level lot on a quiet, dead end lane just 4/10 mile from Forest Beach on ...
From $306 per night (USD)VRBO
- From $446 per night (USD)
VRBO
Harding's Beach\/Oyster River Area \/ Walk to Water
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This summer beach house was completely renovated when purchased and the owners continue to keep up with ongoing Renos. ...
From $446 per night (USD)VRBO
- From $550 per night (USD)
VRBO
Outermost Waterfront Chatham Home w\/ Wraparound Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Right down the hill from the famous Chatham Light House, this one-floor living, 2 bedroom, 2 full bath end unit with wr ...
From $550 per night (USD)VRBO
- From $429 per night (USD)
VRBO
Charming Chatham House Walk to Downtown
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
We make it easy to plan your vacation on Cape Cod in Chatham, MA. This well-appointed, renovated home is centrally and c ...
From $429 per night (USD)VRBO
- From $380 per night (USD)
VRBO
Carriage House with Beautiful Water View, Steps to Beach & Main Street
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Located overlooking Chatham's beautiful Oyster Pond, this two bedroom carriage house is the perfect location for your Ca ...
From $380 per night (USD)VRBO
- From $214 per night (USD)
VRBO
Short Distance to the Chatham Fish Pier and to Town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Cute Chatham Getaway Just 0.6 Miles to Chatham Fish Pier This great Chatham getaway has everything you are looking for. ...
From $214 per night (USD)VRBO
- From $420 per night (USD)
VRBO
Stay in a Chatham Windmill! Beautiful Water View, Steps to Beach & Main Street
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
NEWLY RENOVATED CHATHAM WINDMILL for your special Cape Cod vacation experience! Located overlooking Chatham's beautiful ...
From $420 per night (USD)VRBO
- From $475 per night (USD)
VRBO
Beautiful home near Jacknife Beach and bike trail
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
This newly renovated home has 3 bedrooms and 2 1/2 baths,and is located in a nice quiet neighborhood. This home is centr ...
From $475 per night (USD)VRBO
- From $575 per night (USD)
VRBO
Chatham Preservation Award: Antique Cape in Chatham Center
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
2010 Chatham Preservation Award Recipient This 1820 Cape was completely restored in 2008 and combines a classic exterio ...
From $575 per night (USD)VRBO
- From $800 per night (USD)
VRBO
Unique family gathering place ,Bright, Spacious. Linens included
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
This home is perfect for a large family gathering. The home is situated on a large , quiet lot south of Route 28. Gues ...
From $800 per night (USD)VRBO
- From $700 per night (USD)
VRBO
5 Bed\/2 Bath Sleeps 11. Walk to restaurants, town and more...
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 11
Located just 1 mile from the fish pier and CBI, and 1.5 miles to downtown, we are close to all the best Chatham has to o ...
From $700 per night (USD)VRBO
- From $200 per night (USD)
VRBO
Chatham Escape!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
South Chatham Cottage at the end of quiet street. Walk 1/2 mile to Pleasant Street Beach-Nantucket Sound. Quick access ...
From $200 per night (USD)VRBO
- Click For Pricing
VRBO
Sail Away - A North Chatham Getaway walking distance to Crow's Pond
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 11
Tucked away in beautiful North Chatham, this 5 bedroom 3 bath Cape is absolutely perfect for an extended family get-away ...
Click For PricingVRBO
- From $1174 per night (USD)
VRBO
Alluring Chatham in-town home with pool, walk to it all: 052-CS
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This property is professionally managed by Pretty Picky Properties Alluring Chatham in-town home with pool, walk to it ...
From $1174 per night (USD)VRBO
- From $601 per night (USD)
VRBO
Close to Beach\/Bike Path, Big Yard, Private Road
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
This charmingly furnished two-story house offers everything you could want in a dream vacation home. On a private road, ...
From $601 per night (USD)VRBO
- From $800 per night (USD)
VRBO
Pure Cape Cod Bliss around the corner from Pleasant Street Beach!
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
If you're searching for a classic beach house right around the corner from the ocean, look no further! A quiet sandy roa ...
From $800 per night (USD)VRBO
- From $516 per night (USD)
Expedia
\"Cape Escape\" Sunny Renovated House - Walk To Beach, Pickleball, Central AC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Walking Distance to the beach! Updated home with indoor/outdoor living and separate living room and family room both wit ...
From $516 per night (USD)Expedia
- From $1000 per night (USD)
VRBO
Waterfront house on Cape Cod in Chatham, MA.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Enjoy the peaceful tranquility of our beachfront house on Cape Cod in Chatham, Massachusetts. Experience picturesque oce ...
From $1000 per night (USD)VRBO
- From $1510 per night (USD)
Expedia
Shore Road, Chatham – Just Renovated, Walk to Beach and Town, Superb Elevated Ocean Views: 568-C
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This home is professionally managed by Pretty Picky Properties. Shore Road, Chatham – Just Renovated, Walk to Beach an ...
From $1510 per night (USD)Expedia
- From $810 per night (USD)
VRBO
Sea Captain's House - Beautiful Water View, Steps to Beach & Main Street
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 9
Located overlooking Chatham's beautiful Oyster Pond, this home is the perfect location for your vacation. Take advantage ...
From $810 per night (USD)VRBO
- From $678 per night (USD)
VRBO
Sandcastle By the Beach - 300 yards to Ridgevale Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Recently renovated, beautifully appointed, adorable 3 bedroom, 1.5 bath home that is literally a 3 minute walk to Ridgev ...
From $678 per night (USD)VRBO
- Click For Pricing
VRBO
Waterfront Property with Private Access to Ryder's Cove and Short Walk Down Path to Sandy Association Beach
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Enjoy this beautiful waterfront location on Ryders Cove. Large yard and beautiful outdoor space with water views make th ...
Click For PricingVRBO
- From $399 per night (USD)
VRBO
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This charming and totally renovated (see updated pictures below) Chatham home is on a private road in a downtown neighbo ...
From $399 per night (USD)VRBO
- Click For Pricing
VRBO
*New Listing*Great Location for your Chatham vacation
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
The location is superb: Take a short stroll to Chatham Lighthouse, salt water beach and overlook. Walk one block to the ...
Click For PricingVRBO
- From $400 per night (USD)
VRBO
Walk to Ridgevale Beach From Family Friendly Home
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Located in the desirable Ridgevale Beach area of Chatham, this clean and comfortable home is just a 1/2 mile walk to thi ...
From $400 per night (USD)VRBO
- From $238 per night (USD)
VRBO
Quaint Two Bedroom Lakeside Cottage #18 with Screened-in Porch in Chatham
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Must bring your own linens. New kitchen, granite counter tops, new hardwood floors, new drywall and paint. Cathedral c ...
From $238 per night (USD)VRBO
- Click For Pricing
VRBO
Newly redone beautiful 3 Bedroom Cottage on White Pond
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This spacious cottage is ideal for the ultimate family vacation or friends or both! Located in a 6 acre private communit ...
Click For PricingVRBO
- From $832 per night (USD)
VRBO
New Waterfront Townhome
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
This picture perfect Townhome is set on 17.5 acres on beautiful Oyster Pond in the heart of Chatham, Cape Cod, Massachus ...
From $832 per night (USD)VRBO
- From $450 per night (USD)
VRBO
Ocean-Front Condo Sleeps 6 (Light-filled end unit facing Ocean on Starfish Ln)!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Right down the hill from the famous Chatham Light House, this one-floor living, 2 bedroom, 2 full bath end-unit condo is ...
From $450 per night (USD)VRBO
- From $475 per night (USD)
VRBO
Think Sun, Sand, and Surf - Central Air, 8\/10 mi to Cockle Cove Beach.\n
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Sunny, bright, breezy and exceptionally clean , comfortable and relaxing cape style home, walking distance 8/10 th mile ...
From $475 per night (USD)VRBO
- From $600 per night (USD)
VRBO
Chatham rental ~ 4 bed\/3ba ~ walk to the beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
WALK TO JACKKNIFE COVE BEACH in Chatham from this charming, clean, and well-kept home. Enjoy s'mores with the kids at ou ...
From $600 per night (USD)VRBO
- From $425 per night (USD)
VRBO
In Town Newly Renovated Cape
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Location, Location, Location – New to the rental market, this fully renovated centrally located cape home checks all the ...
From $425 per night (USD)VRBO
- From $840 per night (USD)
VRBO
Cozy Family Home in Chatham - Firepit, Game Room, Large Deck, Yard + More
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
This lovely home is the perfect getaway for families or a group of friends looking for a home filled with entertainment ...
From $840 per night (USD)VRBO
- From $750 per night (USD)
VRBO
Oyster Pond Sunset. Spectacular Water Views, Steps to Town!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
This outstanding 4 bedroom home is less than 1/10 mile from Chatham center and has commanding views of the Oyster Pond! ...
From $750 per night (USD)VRBO
- From $482 per night (USD)
Expedia
Near beach bike path Pet friendly AC Wifi
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
4 Bedroom- 3.5 Bath- Sleeps 8 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many o ...
From $482 per night (USD)Expedia
- From $445 per night (USD)
VRBO
Bright & spacious home on cul-de-sac; 3 min walk to Ridgevale Beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to “Down the Road Beach House” - a spacious beach retreat on a quiet cul-de-sac just a 3 minute walk to popular ...
From $445 per night (USD)VRBO
- From $714 per night (USD)
Expedia
Charming and cozy, and right off the Chatham Loop!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Charming and cozy, and right off the Chatham Loop! Spend your vacation on Cedar Street, a highly sought after location t ...
From $714 per night (USD)Expedia
- From $328 per night (USD)
VRBO
Spacious Deck, Large Yard & Dogs Welcome!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: 16676 - Shore Break: Spacious Deck, Large Yard & Dogs Welcome! The Space: Chatham is known for its delicious f ...
From $328 per night (USD)VRBO
- From $650 per night (USD)
Expedia
Beautiful and Pristine Rental in South Chatham.. Recently Reduced!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Awesome Three Bedroom Home on a Quiet Cul-de-sac in South Chatham! This beautiful home is perfect for your dream Chath ...
From $650 per night (USD)Expedia
- From $500 per night (USD)
VRBO
Ridgevale Beach Gem!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Ridgevale Beach and the warm waters of Nantucket Sound are calling. Walk to one of Chatham's most popular beach draws w ...
From $500 per night (USD)VRBO
- From $605 per night (USD)
Expedia
Stroll Chatham's Historic Downtown \/ Shops, Dining, Galleries, Etc.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful home located in the heart of Chatham! This lovely home offers all the amenities and d�cor of a modern house ...
From $605 per night (USD)Expedia
- From $893 per night (USD)
VRBO
Lovely 5 BR home with Central a\/c, Cose to Downtown, Chatham Bars Inn, the Golf Course and the Beach!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Lovely 5 BR home with Central a/c, Close to Downtown, Chatham Bars Inn, the Golf Course and the Beach! Located on pres ...
From $893 per night (USD)VRBO
- From $974 per night (USD)
VRBO
THE CHATHAM TREEHOUSE 7 minutes from the Village
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to the Treehouse, just 7 mins from the village of Chatham! This beautiful, private property is nestled in the wo ...
From $974 per night (USD)VRBO
- From $384 per night (USD)
VRBO
New Listing- Summer Breeze
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This home is represented by Nauset Rental, a local vacation rental management company. Welcome to Summer Breeze, a char ...
From $384 per night (USD)VRBO
- From $238 per night (USD)
VRBO
Newly Renovated Upscale Cottage\/Pvt 2 KING BR Ensuite \/1 Mile to Hardings Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Oh Buoy Oh Buoy Escape to Oh Buoy Oh Buoy, our tastefully renovated Chatham cottage just one mile from the soft, white ...
From $238 per night (USD)VRBO
- Click For Pricing
VRBO
Downtown Chatham 4 Bedroom House
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
4 bedroom house at end of private, dead-end street in Downtown Chatham. 2 decks, views of conservation land. Listen to ...
Click For PricingVRBO
- From $199 per night (USD)
Expedia
Updated, family-friendly, close to downtown Chatham & beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Renovated year round 3+ bedroom house with bonus office/bunk room with central AC, walking distance to downtown Chatham. ...
From $199 per night (USD)Expedia
- From $229 per night (USD)
VRBO
Charming Chatham Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Prepare to be charmed by this quintessential Cape Cod beach cottage, tucked into a quiet residential neighborhood equidi ...
From $229 per night (USD)VRBO
- From $700 per night (USD)
Expedia
This charming rental on Stage Neck offers tons of privacy and outdoor space!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This charming rental on Stage Neck offers tons of privacy and outdoor space for easy entertaining. Relax on the back dec ...
From $700 per night (USD)Expedia
- Click For Pricing
Expedia
Gorgeous, Sprawling Estate Grounds with Private Pool.
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 10
Magnificent Eight Bedroom Home, with 5.5 Bathrooms, in North Chatham, and a Pool! Located on 1.6 acres, Located on 1.6 ...
Click For PricingExpedia
- From $750 per night (USD)
VRBO
Beautiful Chatham home...3 minute walk to salt water ocean beach!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Great location, spacious home and yard, private deck with brand new gas grill and comfy furniture. Beautifully decorated ...
From $750 per night (USD)VRBO
- From $465 per night (USD)
VRBO
Sunny Waterfront Home Perfect for Cape Cod Getaway!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Soak up the sun while enjoying the lush outdoor space at our waterfront home, Queen’s Quarters. Bring or rent a kayak or ...
From $465 per night (USD)VRBO
- From $563 per night (USD)
Expedia
Short stroll to Lighthouse Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Highly sought-after Bridge Street vacation rental! Enjoy your summer holiday in this beautiful home where Lighthouse Bea ...
From $563 per night (USD)Expedia
- From $340 per night (USD)
VRBO
0.6 Miles to Beach Great for families!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: 16677 - Nautical Nest: 0.6 Miles to Beach Great for families! The Space: Seals swim off shore while you soak u ...
From $340 per night (USD)VRBO
- From $600 per night (USD)
Expedia
Gorgeous distant views of Oyster Pond and Oyster River from the large second story deck.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Welcome to Sea la Vie! This beautiful, spacious, well-appointed home has lots of extra living space and all the right a ...
From $600 per night (USD)Expedia
- From $264 per night (USD)
VRBO
Game Room Rooftop Deck Fire Pit!!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: 16678 - Jawsome Getaway: Game Room Rooftop Deck Fire Pit!! The Space: Chatham is the hub of entertainment and ...
From $264 per night (USD)VRBO
- From $702 per night (USD)
Expedia
Luxury Townhome Steps to Downtown Chatham, with Fabulous Roof Deck!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
In-Town Chatham Living at its Finest! You will totally love to walk to everything and hang out on the awesome Roof Top D ...
From $702 per night (USD)Expedia
- From $193 per night (USD)
VRBO
Bright home walking distance to Main Street with great patio, firepit & bikes
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Queen Anne Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $193 per night (USD)VRBO
- From $422 per night (USD)
Expedia
Bright home with huge yard, patio & Ping-Pong - close to Ridgevale Beach
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Ridgevale Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $422 per night (USD)Expedia
- From $131 per night (USD)
VRBO
Inviting apartment with patio, kitchenette, & golf nearby
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Reynard's Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $131 per night (USD)VRBO
- Click For Pricing
Expedia
New to Market ''Weir on Main'' Location! Location! Location!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
FRIDAY TO FRIDAY RENTAL ONLY! New to Market! Location! Location! Location! Our downtown apartment is located on Main Str ...
Click For PricingExpedia
- From $986 per night (USD)
VRBO
Pool and newly updated!!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Fabulous, renovated home in North Chatham with a large yard and a lovely pool. The large front room is perfect for read ...
From $986 per night (USD)VRBO
- From $315 per night (USD)
Expedia
Chatham Home Rental w\/ Sunroom: Walk to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
You’ll be able to hear the crashing waves from every corner of this Chatham, MA, vacation rental. This 3-bedroom, 2-bath ...
From $315 per night (USD)Expedia
- From $226 per night (USD)
VRBO
Lovely cottage near beach and town - screened porch, outdoor shower, picnic area
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Chatham Charm Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $226 per night (USD)VRBO
- From $208 per night (USD)
Expedia
Updated Chatham Cottage walk to Hardings ⛱️ & Restaurants & stores!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Newly remodeled 1950's era cottage with all the comforts for a great visit. Just off the living room and thru French do ...
From $208 per night (USD)Expedia
- From $200 per night (USD)
VRBO
Classic Cape House Walking Distance to the Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Classic cape house, walking distance to Forest Beach, 1 mile to Red River. Beautiful large back yard perfect for enjoyin ...
From $200 per night (USD)VRBO
- From $496 per night (USD)
Expedia
Friendly retreat with a deck, AC, and board games - stellar central location
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Corner Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $496 per night (USD)Expedia
- From $221 per night (USD)
VRBO
Gorgeous Home with Game Room Dog Welcome!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: 16675 - Summer Stunner: Gorgeous Home with Game Room Dog Welcome! The Space: Another Cape Cod vacation means a ...
From $221 per night (USD)VRBO
- From $943 per night (USD)
Expedia
New Listing - Oyster Bay Lookout - Near Downtown Chatham, Private Beach Access
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
This home is represented by Nauset Rental, a local vacation rental management company. Introducing this charming Chath ...
From $943 per night (USD)Expedia
- From $355 per night (USD)
VRBO
Newly Built-3 Levels of Living, Central AC, Proximity to Beach and Marsh Views from Every Room!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
3 Bedroom - 3.5 Baths - Sleeps 6 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Man ...
From $355 per night (USD)VRBO
- From $205 per night (USD)
Expedia
Steps to Private Association Beach. End Unit Condo at Outermost Harbor.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Updated Condo at Outermost Harbor. Enjoy amazing views of the famous Chatham sandbars or catch a glimpse of playful seal ...
From $205 per night (USD)Expedia
- Click For Pricing
VRBO
The Great Escape
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Private setting on quiet street on the outskirts of Chatham. Walk to beaches, bike path, local restaurants, short drive ...
Click For PricingVRBO
- From $313 per night (USD)
Expedia
Large Home w\/ Fire Pit and Dogs Welcome!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: 16674 - Heatherwood Haven: Large Home w/ Fire Pit and Dogs Welcome! The Space: Escape to Chatham, where baysid ...
From $313 per night (USD)Expedia
- Click For Pricing
VRBO
Water view - Chatham house and boathouse
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 17
A beautiful Chatham home on Ryder's Cove. Plenty of space for an extended family. This listing has both a main house and ...
Click For PricingVRBO
- From $805 per night (USD)
Expedia
Chatham Ocean View Home, Beach Access, 3 Decks, Pets Considered, Sleeps 10
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Our beautiful Cape Cod beach house is perfect for a relaxing vacation with family or friends. Nantucket Sound views and ...
From $805 per night (USD)Expedia
- From $264 per night (USD)
VRBO
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 $264 per night (USD)VRBO
- From $411 per night (USD)
Expedia
Marvelous 3-bedroom house with Antique in 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 $411 per night (USD)Expedia
- From $849 per night (USD)
VRBO
Beautifully renovated home, outdoor space, Dogs OK
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Sea~a~Bella - Your perfect Chatham family vacation is here. You will find three beautiful, scenic beaches within walking ...
From $849 per night (USD)VRBO
- From $171 per night (USD)
Expedia
Second-floor suite with Ping-Pong table, close to Ridgevale Beach
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Ridgevale Suite Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $171 per night (USD)Expedia
- From $362 per night (USD)
VRBO
Chatham Getaway w\/ Trail Access, 2 Mi to Beaches!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Your next exciting Cape Cod adventure awaits at this cozy Chatham vacation rental! Perfect for a memorable family getawa ...
From $362 per night (USD)VRBO
- From $658 per night (USD)
Expedia
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 $658 per night (USD)Expedia
- From $3570 per night (USD)
VRBO
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 / More P ...
From $3570 per night (USD)VRBO
- From $755 per night (USD)
Expedia
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 $755 per night (USD)Expedia
- From $465 per night (USD)
VRBO
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 $465 per night (USD)VRBO
- From $250 per night (USD)
Expedia
4 Minutes to the Beach! Newly Renovated, Dog Friendly Chatham 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 $250 per night (USD)Expedia