Chatham Rentals
- From $939 per night (USD)
VRBO
Chatham perfection, renovated 2020, luxurious home with stunning ocean views
- Bedrooms:
- 5
- Bathrooms:
- 3
- Sleeps:
- 10
Malabar Coast Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $939 per night (USD)VRBO
- From $562 per night (USD)
Expedia
Walk to Chatham Main St., boutiques, restaurants, galleries, and nightlife!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 3
Welcome to The Chatham Carriage House, located within walking distance to Historic Main St. with it's endless vari ...
From $562 per night (USD)Expedia
- From $263 per night (USD)
VRBO
Updated Chatham cottage with privacy, nautical decor and lovely backyard.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Updated Chatham cottage set back from the road for privacy and nautical decor throughout. There is a gourmet kitchen wit ...
From $263 per night (USD)VRBO
- From $377 per night (USD)
Expedia
Game Room Walk to Nantucket Sound!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: 16606 - Chatham Charmer: Game Room Walk to Nantucket Sound! The Space: Two good sized family rooms and a spaci ...
From $377 per night (USD)Expedia
- From $437 per night (USD)
VRBO
Chatham-Walk to Ridgevale Beach, Pets Considered, Central Air, Bike Trail
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
After walking by the beautiful hydrangeas and entering through the front door you will realize this house is much more ...
From $437 per night (USD)VRBO
- From $501 per night (USD)
Expedia
Stellar Home with Hot Tub & Movie Room!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: 16614 - Chatham Pearl: Stellar Home with Hot Tub & Movie Room! The Space: Sitting in a quiet neighborhood in b ...
From $501 per night (USD)Expedia
- From $254 per night (USD)
VRBO
Lovely Home Minutes from Beach in Chatham!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: 16605 - Sea Pine Cottage : Lovely Home Minutes from Beach in Chatham! The Space: This quaint Cape home is loca ...
From $254 per night (USD)VRBO
- From $424 per night (USD)
Expedia
Stunning Water Views 2 Decks! By Beach!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: 16611 - Bucks Creek West: Stunning Water Views 2 Decks! By Beach! The Space: This comfortable family home sitt ...
From $424 per night (USD)Expedia
- From $268 per night (USD)
VRBO
Quintessential Chatham Cottage by the Pond
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
If a true Cape Cod cottage is what you are looking for, your search ends here. Steps from Schoolhouse Pond, you can for ...
From $268 per night (USD)VRBO
- From $279 per night (USD)
Expedia
Central AC Close to Beach Dog Friendly!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: 16613 - Maiden Chatham: Central AC Close to Beach Dog Friendly! The Space: Enjoy this beautifully renovated, w ...
From $279 per night (USD)Expedia
- From $638 per night (USD)
VRBO
Stunning Home with Water Views!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: 16612 - Salty Breeze : Stunning Home with Water Views! The Space: There is nothing like heading to Cape Cod an ...
From $638 per night (USD)VRBO
- From $672 per night (USD)
Expedia
Private Beach Access AC Wifi Fire Pit The Blue Hydrangea
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
3 Bedroom - 2 Baths - Sleeps 6 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $672 per night (USD)Expedia
- From $246 per night (USD)
VRBO
2-Story Home w\/Gas Grill, Partial A\/C, Deck, and W\/D - near Bucks Creek Marshes
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Stevie, the Cape Farmhouse Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $246 per night (USD)VRBO
- From $368 per night (USD)
Expedia
Located on Rail Trail By Beach & Downtown!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: 16617 - Skipping Stone: Located on Rail Trail By Beach & Downtown! The Space: This beautifully updated home is ...
From $368 per night (USD)Expedia
- From $332 per night (USD)
VRBO
4BR+Loft Beautiful Chatham-Year Round-Sleeps up to 8 & 1 Mile to Town **Video**
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
My family and I live full time in Lexington, MA. We decided to purchase our first vacation home in Chatham, MA in 2008. ...
From $332 per night (USD)VRBO
- From $257 per night (USD)
Expedia
Old Cape Cod Charm in Chatham MA, 1\/4 mile Walking Distance to Hardings Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Quaint 3 bedroom 1 bath cottage, easy 1/4 mile walk to Hardings Beach, one of Chatham's best beaches on Nantucket sound. ...
From $257 per night (USD)Expedia
- From $427 per night (USD)
VRBO
Adorable Cockle Cove cottage!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Adorable Cockle Cove cottage! This cute two bedroom (a King and 2 Twins), one and half bath cottage is the perfect vacat ...
From $427 per night (USD)VRBO
- From $487 per night (USD)
Expedia
Beautifully Renovated w\/ Access to Beach!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
Summary: 16626 - Cape Whidah: Beautifully Renovated w/ Access to Beach! The Space: This gorgeous vacation home, located ...
From $487 per night (USD)Expedia
- From $209 per night (USD)
VRBO
Walk to Nantucket Sound Beaches!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: 16610 - Debbie's Dune: Walk to Nantucket Sound Beaches! The Space: This cozy 3-br cottage is located in quiet ...
From $209 per night (USD)VRBO
- From $300 per night (USD)
Expedia
Chatham Luxury! Walk to beach, CBI, downtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Chatham Searenity! Walk to shops, beach, CBI, Chatham links golf & more! Luxury 2 bedroom, 2 bath condo with full kitche ...
From $300 per night (USD)Expedia
- From $290 per night (USD)
VRBO
Great Location in Chatham Walk to town shop, dine, band concert, cape baseball
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Have a wonderful time on your Cape Cod vacation! Our home includes a new deck for your summer cookouts an outdoor shower ...
From $290 per night (USD)VRBO
- From $329 per night (USD)
Expedia
Sophisticated decor with an amazing use of space throughout this two bedroom (1 king and 2 twins) cottage.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Sophisticated decor and lovely tidal views at this cottage. This rental sleeps 4, in 1 king bed and 2 twins. Airy and be ...
From $329 per night (USD)Expedia
- From $299 per night (USD)
VRBO
Sun Room Beaches and Dog Welcome!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: 16649 - Sunny Skies: Sun Room Beaches and Dog Welcome! The Space: From your doorstep, take a stroll, bike ride ...
From $299 per night (USD)VRBO
- From $439 per night (USD)
Expedia
Great Chatham Location w\/ Hot Tub, Near Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: 16650 - The Beach Buoys: Great Chatham Location w/ Hot Tub, Near Beach! The Space: Access to beaches, a quinte ...
From $439 per night (USD)Expedia
- From $10000 per night (USD)
VRBO
Chatham Seaside home and walk to the beach and even a water view!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Gorgeous Private home and quiet street, walk to the beach and yes, I have a small Waterview! :-) Private backyard, front ...
From $10000 per night (USD)VRBO
- From $357 per night (USD)
Expedia
Great Location Outdoor Space Dog Friendly
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: 16601 - The Salty Seashell: Great Location Outdoor Space Dog Friendly The Space: Wide planked Pine Hardwood fl ...
From $357 per night (USD)Expedia
- From $399 per night (USD)
VRBO
5 BR - Beautiful Property-Chatham in-Town & Oyster Beach Inlet
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Absolutely beautiful vacation home with upscale furnishings throughout! Giant wraparound porch complete with comfy furni ...
From $399 per night (USD)VRBO
- From $449 per night (USD)
Expedia
Walk to Ryder Cove Wet Bar & Hot Tub!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Summary: 16651 - Smooth Sailing: Walk to Ryder Cove Wet Bar & Hot Tub! The Space: Keep it classy this summer and spend ...
From $449 per night (USD)Expedia
- From $364 per night (USD)
VRBO
Fully Updated Home w\/ Great Outdoor Space!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: 16648 - Quail Trail: Fully Updated Home w/ Great Outdoor Space! The Space: This beautifully updated house in S ...
From $364 per night (USD)VRBO
- From $550 per night (USD)
VRBO
Walk to the beach! The Salty Breeze sleeps 10; updated house, bikes, beach toys!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to The Salty Breeze! Come enjoy the perfect vacation spent in Chatham, one of the most desirable summertime dest ...
From $550 per night (USD)VRBO
- From $221 per night (USD)
VRBO
Spacious w\/ Large Outdoor Area Fire Pit!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: 16637 - The Driftwood: Spacious w/ Large Outdoor Area Fire Pit! The Space: Our beautifully decorated, spacious ...
From $221 per night (USD)VRBO
- From $299 per night (USD)
Expedia
Chatham Village - Center - Main Street Center Area
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This is a fantastic - location right off main street in Chatham downtown area - 5 minute walk to Oyster Pond Ocean Inlet ...
From $299 per night (USD)Expedia
- From $211 per night (USD)
VRBO
South Chatham cottage walk to beaches, dining, tennis, shops, bike path.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This cottage is an affordable Chatham getaway destination for a couple or small family who want to experience Cape Cod. ...
From $211 per night (USD)VRBO
- From $463 per night (USD)
Expedia
OYSTER POND NEWLY RENOVATED OPEN FLOOR PLAN
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
STEPS FROM OYSTER POND, SHORT WALK TO TOWN AND CAPE LEAGUE BASEBALL GAMES! This truly is a unique beach house in an excl ...
From $463 per night (USD)Expedia
- From $400 per night (USD)
VRBO
Charming Walk to Beach Chatham-Bayview Beach House--Central A\/C; Wi-Fi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Every room in this year-round home has been totally renovated and redesigned just a few years ago. Bayview Cottage fe ...
From $400 per night (USD)VRBO
- From $83 per night (USD)
Expedia
Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Sea House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $83 per night (USD)Expedia
- From $230 per night (USD)
VRBO
Beautifully Renovated Cape on Bike Trail, 1 mile to Downtown Chatham and Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Charming Cape house recently renovated less than a mile to Downtown Chatham for shopping and restaurants. Located on a q ...
From $230 per night (USD)VRBO
- From $943 per night (USD)
VRBO
Chatham Loop\/Stage Neck\/5 Bed\/6 Bath
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
https://www.youtube.com/watch?v=aFmta3dZpX8 Welcome to Over The Moon located in the heart of Chatham's Gold Coast just ...
From $943 per night (USD)VRBO
- From $380 per night (USD)
VRBO
Charming Beach House ~ Beautifully Updated & Immaculate. Walk to Sandy Beaches
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
Fabulous opportunity to rent this impeccably maintained home located in desirable Chatham neighborhood south of Route 28 ...
From $380 per night (USD)VRBO
- From $661 per night (USD)
VRBO
Charming Family Cape, Impeccably Landscaped With Water Views Near The Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Beautiful 3 bedroom 2 bath Cape style home with a large, beautifully landscaped yard. You'll enjoy picturesque scenic v ...
From $661 per night (USD)VRBO
- From $304 per night (USD)
VRBO
Beautiful Retreat \/ Hot tub\/ Walk to Ridgevale Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Lovely, sun-filled, completely renovated, 4 bedroom 2 full bath house located within walking distance to beautiful, kid- ...
From $304 per night (USD)VRBO
- Click For Pricing
VRBO
Walk 2\/10 mile to Lighthouse Beach. 1\/4 mi to downtown Chatham!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Location, Location, Location! Get away from it all in this charming Chatham Village bungalow which is a stones throw fr ...
Click For PricingVRBO
- From $415 per night (USD)
VRBO
Short Walk to Beach From Clean, Beautiful 3BR\/2BA Home!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Pretty, completely renovated 3BR home on quiet cul de sac, located w/in a 5-10 minute stroll to beautiful, family-friend ...
From $415 per night (USD)VRBO
- From $338 per night (USD)
VRBO
PERFECT RENOVATED CHATHAM RETREAT! CENTRAL AC, COMFORTABLY SLEEPS 6!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Check in to this beautifully renovated West Chatham ranch, located south of 28 on a quiet cul-de-sac perfect for familie ...
From $338 per night (USD)VRBO
- Click For Pricing
VRBO
Enjoy your own PRIVATE POOL in Chatham!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
This uniquely beautiful home located in historic Chatham comfortably sleeps 12 with 5 bedrooms, 2.5 baths, plus two outd ...
Click For PricingVRBO
- From $350 per night (USD)
VRBO
Chatham Charm
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to our newly renovated 4-bed, 2-bath Cape house close to downtown Chatham and beaches! The house is equipped wit ...
From $350 per night (USD)VRBO
- Click For Pricing
Expedia
Stroll Into Downtown Chatham with Ease \/ One-of-a-Kind Shopping & Dining Experiences
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This lovely home is just steps to Chatham Windmill, Chase Park, Chatham Village and Oyster Pond Beach. It offers two liv ...
Click For PricingExpedia
- From $786 per night (USD)
Expedia
Sprawling 5 BR Chatham Escape \/ Endless Outdoor Living & Entertaining Choices
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Completely renovated in 2017, this classic Cape is the perfect Chatham beach house. Offering an open flow layout with fi ...
From $786 per night (USD)Expedia
- From $522 per night (USD)
VRBO
New Construction with Guest House, Hot Tub, Water Views: 316-C
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
This home is professionally managed by Pretty Picky Properties New Construction with Guest House, Hot Tub, Water Views ...
From $522 per night (USD)VRBO
- From $357 per night (USD)
Expedia
Location is Everything! Walk to 3 of North Chatham's Most Scenic Salt Water Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Location is everything! Walk to 3 of North Chatham's most scenic salt water beaches and a short trip to Chatham's covete ...
From $357 per night (USD)Expedia
- Click For Pricing
VRBO
Chatham Beach Cottage 2BR - Short walk to beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to my newly renovated cottage in Chatham, Cape Cod! This 2-bedroom home is situated on a private dirt road, with ...
Click For PricingVRBO
- Click For Pricing
Expedia
Close to Ridgevale Beach with great outdoor space!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Close to Ridgevale Beach! This spacious 4 bedroom, 3 bath vacation home is well maintained and just under a mile to popu ...
Click For PricingExpedia
- From $2000 per night (USD)
VRBO
MAGNIFICENT PANORAMIC SALTWATER VIEWS OF THE ATLANTIC OCEAN, NAUSET BEACH, STRONG SLAND, BASSING HARBOR AND PLEASANT BAY WITH PRIVATE BEACH!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 10
Panoramic Saltwater Views of Nauset Beach, Strong Island, Bassing harbor and Pleasant Bay with Private Beach This 4500 ...
From $2000 per night (USD)VRBO
- From $416 per night (USD)
Expedia
Near Beach, bike trail, Central AC, WiFi, Private Neighborhood
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
5 Bedroom- 3 Bathroom- Sleeps 10 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Man ...
From $416 per night (USD)Expedia
- From $486 per night (USD)
VRBO
Stunning Water Views, Swim and Kayak in Tidal River, Walk to Beach, AC, Like New
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
The River House is a recently built, beautifully furnished home, with stunning views of an idyllic bird watcher’s tidal ...
From $486 per night (USD)VRBO
- From $425 per night (USD)
VRBO
Charming\/Great Location\/Walk to town\/baseball field
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Perfect location. Minute walk to town, baseball field, fish pier and beach. Bike path is right down the street. This ...
From $425 per night (USD)VRBO
- Click For Pricing
VRBO
5 Star Waterfront in North Chatham with dock, fire pit, and beach
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Listed as a top vacation rental by Conde Nast Traveler in 2021, this spacious 5-bedroom waterfront home by Eastward Ho C ...
Click For PricingVRBO
- From $429 per night (USD)
VRBO
Chatham Get a Way - Forest Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Newly listed, beautiful charming 2 bedroom, 1 bath chatham cottage. Located just 4/10 of a mile from Forest Beach and ...
From $429 per night (USD)VRBO
- From $136 per night (USD)
VRBO
Hidden Gem - Captain's Haven
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
An old-fashion Cape vacation set in a secluded village of quaint, privately owned cottages on 4 acres of pine forest loc ...
From $136 per night (USD)VRBO
- From $435 per night (USD)
VRBO
Charming Chatham condo - Oyster Pond views, pool, tennis court and water access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Come enjoy the Chatham breezes and take advantage of the best the Cape has to offer whether staying on the property or g ...
From $435 per night (USD)VRBO
- Click For Pricing
VRBO
Modern Luxury in Chatham with Water Views: 875-C
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
This property is professionally managed by Pretty Picky Properties June rates just reduced! Modern Luxury in Chatham wi ...
Click For PricingVRBO
- From $590 per night (USD)
Expedia
22 Veterans’ Field Rd., Chatham, MA: Home Plate
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Description: *Four bedrooms (plus outbuilding with daybeds sleeping four and heating/cooling…great for teens!) *Beds for ...
From $590 per night (USD)Expedia
- From $358 per night (USD)
VRBO
LOCATION!! Charming - Newly renovated Cape Cottage. Sandy, private, ocean beach just 500 Ft. away
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Charming Recently Renovated Cape Cottage with Sandy Private Ocean Beach From this true Cape Cod cottage, a private ocea ...
From $358 per night (USD)VRBO
- From $1224 per night (USD)
VRBO
Gorgeous waterfront home, beautiful views of Oyster Pond (private access)
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This home is represented by Nauset Rental, a local vacation rental management company. Gorgeous and newly renovated Ca ...
From $1224 per night (USD)VRBO
- From $595 per night (USD)
VRBO
New July dates! Sun drenched Cape haven- spectacular deck, garden & patio!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Relax and revive in this airy, modern and beautifully appointed 2600 square ft. Cape Cod home in a lovely secluded neigh ...
From $595 per night (USD)VRBO
- From $2072 per night (USD)
Expedia
Ocean front, pets ok, private beach, AC, Wifi
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
4 Bedroom - 4 Baths - Sleeps 8 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $2072 per night (USD)Expedia
- From $750 per night (USD)
VRBO
Pet friendly cottage on White's Pond! Serene water views!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Dog friendly on White's Pond! Sip your morning coffee on the deck of this lovely two story cottage directly on White Po ...
From $750 per night (USD)VRBO
- From $250 per night (USD)
Expedia
Renovated, modern Chatham beach house with lots of cozy charm
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This charming beach house has just been gut renovated and decorated with a modern but cozy, beachy feel. The house is lo ...
From $250 per night (USD)Expedia
- From $408 per night (USD)
VRBO
North Chatham - Charming \"Stones Throw\"
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Located outside of downtown Chatham sits this charming four bedroom home, known as Stones Throw. This property features ...
From $408 per night (USD)VRBO
- From $292 per night (USD)
VRBO
Totally renovated cottage steps to Ridgevale beach via private path and bridge!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Completely renovated in 2021! Our cottage is the perfect choice for families on vacation or anyone who’s looking for the ...
From $292 per night (USD)VRBO
- From $400 per night (USD)
VRBO
Steps to Chatham Center & Lighthouse Beach - charming home with central AC
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Steps from Chatham Center and a short walk to Lighthouse Beach, our home is the perfect spot for families and couples lo ...
From $400 per night (USD)VRBO
- From $532 per night (USD)
VRBO
Perfectly located, with central AC. 3BR, sleeps 6-8
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Our house has undergone a complete renovation with all new updates. The house has a complete master suite on the first ...
From $532 per night (USD)VRBO
- From $284 per night (USD)
VRBO
Pool Table, Bar, Ping Pong, Sun Rm, Deck,4 BR, Private
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This North Chatham 4 BR home with central AC has plenty of room for families to spread out and enjoy a relaxing Chatham ...
From $284 per night (USD)VRBO
- From $388 per night (USD)
VRBO
Beautiful Downtown Chatham 1 Bed, Close to the Beach - Newly renovated + Patio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This gorgeous home is the perfect getaway for those who want to be near downtown Chatham & the beach. Walk to shops, res ...
From $388 per night (USD)VRBO
- From $244 per night (USD)
VRBO
Modern, RENOVATED, 3-bed PeachTree House
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 5
Chatham's Peach Tree Cottage is NEWLY RENOVATED and minutes from the beach on a quiet residential cul-de-sac surrounded ...
From $244 per night (USD)VRBO
- From $600 per night (USD)
VRBO
Amazing downtown Chatham home - Walk to Shops + Dining + Beach! Family Friendly.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This stunning home is the perfect getaway for those who want to be near downtown Chatham & the beach. Walk to shops, res ...
From $600 per night (USD)VRBO
- Click For Pricing
VRBO
Lovely Water Views Near Oyster Pond
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 8
Lovely 3400 Square Foot Cape with Spectacular Water Views of Millpond, the Mitchell River and Stage Harbor in the Distan ...
Click For PricingVRBO
- From $375 per night (USD)
VRBO
BEST OF ALL WORLDS! Beach, Lake, Town, Bike, and Comfort.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Vivian's Hideaway! Experience all that Cape Cod has to offer in an amazing indoor and outdoor living space, n ...
From $375 per night (USD)VRBO
- From $1300 per night (USD)
VRBO
Gracious home 200 yards to private beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
This beautiful Cape Cod "gem" was built as a barn in the 1800s and converted to a home by our grandparent's in the 1950s ...
From $1300 per night (USD)VRBO
- From $400 per night (USD)
VRBO
Perfect couples escape. Close to beaches, great biking & walking & pet friendly.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This open studio apartment is the perfect stay. Privacy, beach proximity, pet friendly and CLEAN. Lots to do and see in ...
From $400 per night (USD)VRBO
- From $1143 per night (USD)
VRBO
Booking for Summer 2024!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
Heated Pool and hot tub! Close to Chatham Bars Inn and downtown Chatham. Perfect location for a small or large family/fr ...
From $1143 per night (USD)VRBO
- From $1355 per night (USD)
VRBO
Apres Sea - Chatham 4 Bedroom w\/ Central AC
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Ideal location just minutes to bike trail, beaches and downtown Chatham! This home is represented by Nauset Rental, a l ...
From $1355 per night (USD)VRBO
- Click For Pricing
VRBO
Cozy Cape Cod Retreat, Just One Block to Hardings Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Cozy saltbox located only a couple of blocks from Chatham's popular Harding's Beach! Relax and enjoy your Chatham vacati ...
Click For PricingVRBO
- From $386 per night (USD)
Expedia
Walk to Chatham Center or bike the Cape Cod Rail Trail!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
New Listing for 2024! Wonderful summer rental, filled with new furnishings and centrally located in Chatham! The Cape C ...
From $386 per night (USD)Expedia
- From $243 per night (USD)
VRBO
Kid-Friendly Ridgevale Beach is an easy stroll from this comfy beach house!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
.... HOUSE ALLOWS PETS WITH ADDITIONAL PET INSURANCE! ... Recently updated, this classic summer beach cottage is a quick ...
From $243 per night (USD)VRBO
- From $345 per night (USD)
VRBO
Luxury Chatham Town Home. Close to town & beaches!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Sunlight filled luxury town home overlooking a beautiful pond, with three floors of living space. Located less than a mi ...
From $345 per night (USD)VRBO
- From $500 per night (USD)
VRBO
Fantastic Rooftop Deck * 3 Min Walk to Ocean Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
In a Few Words Walk to the beach from this classic New England cottage. Head to the rooftop deck for coffee or cocktai ...
From $500 per night (USD)VRBO
- From $600 per night (USD)
VRBO
Remodeled Home with Private Bog View-Close to 2 beaches and town center.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Newly remodeled in 2020, this designer 4 BR, 3 full bath house sleeps 10 and has everything you need to make wonderful C ...
From $600 per night (USD)VRBO
- From $395 per night (USD)
VRBO
Relaxing, peaceful area close to beaches, downtown Chatham, and walking trails.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This 3 bedroom 2 bathroom two-story Cape is private, quiet, and overlooks a lovely cranberry bog. Living room, dining r ...
From $395 per night (USD)VRBO
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Expedia
Away from it all, secluded getaway 1 mile from beach , 5 minutes to Town Center
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
This property offers travelers an experience like no other property in Chatham. Set back deep off of Barn Hill rd on ove ...
Click For PricingExpedia
- From $545 per night (USD)
VRBO
Secluded Chatham Cape Cod House Stage Harbor Area
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Very secluded 3br family friendly (pets considered) full Cape at the end of a cul-de-sac. Located in rural Stage Harbor ...
From $545 per night (USD)VRBO
- From $282 per night (USD)
VRBO
Fabulous Quiet Cape, Close to Beach, Central Air, Perfect for Families
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Enjoy your quiet family get-away in a lovely, newer construction beautifully decorated cape with central air. Just a co ...
From $282 per night (USD)VRBO
- From $330 per night (USD)
VRBO
Chatham Break! 3BR, large quiet yard, walk to shops + restaurants.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Traditional Cape Cod style home with a large, private yard, sunny deck, outdoor shower and hammock in a quiet Chatham ne ...
From $330 per night (USD)VRBO
- From $829 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 $829 per night (USD)VRBO
- From $5900 per night (USD)
VRBO
Your Ultimate Vacation Destination!
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
This is your ultimate vacation destination! Simply stunning, custom built home with a grand farmer's porch! Sit and sip ...
From $5900 per night (USD)VRBO
- From $589 per night (USD)
VRBO
Happy Yellow House - Family and pet-friendly; walkable to Ridgevale Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
*Note: The minimum stay dropped to 3 nights for Jan-March! Other months are still 7 nights as a minimum. The monthly dis ...
From $589 per night (USD)VRBO
- From $780 per night (USD)
VRBO
CHATHAM WATER FRONT\/VIEW HOUSE FIRST TIME RENTAL
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Perfect vacation spot. Enjoy your vacation on this 3 bedroom 2 bath, Central air conditioned house bordering Emery Lake ...
From $780 per night (USD)VRBO
- From $498 per night (USD)
VRBO
ELBOW INN ,Private Retreat with Two Master Suites
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This fully air conditioned 4 bedroom, 3 bath house on 1/2 acre lot sleeps 8 with 2 master suites! The main house has 3 b ...
From $498 per night (USD)VRBO
- From $450 per night (USD)
VRBO
Excellent Chatham Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This Chatham beauty is a Newly built cottage which is walking distance to Pleasant Bay and a short drive to town. A per ...
From $450 per night (USD)VRBO
- From $850 per night (USD)
VRBO
Reuben Young House: circa 1820 newly renovated
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Charming antique newly renovated. close to downtown Chatham (1.5 miles). Close to Fish Pier, Ryders Cove, Oyster Pond, c ...
From $850 per night (USD)VRBO