Chatham Rentals
From $620 per night (USD)VRBO
Lovers Lake Lookout: 448-C Waterfront Renovated Chatham Home with Dock
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This property is professionally managed by Pretty Picky Properties Waterfront Renovated Chatham Home with Dock Sleeps ...
From $620 per night (USD)VRBO
From $372 per night (USD)VRBO
Pool Table, Bar, Ping Pong, Sun Rm, Deck,4 BR, Private
- Bedrooms:
- 2
- 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 $372 per night (USD)VRBO
From $284 per night (USD)VRBO
Location, Location, Location!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Comfortable, stylish Cape Cod home close to everything. Beach is .7 miles, Route 6 is 3 miles, Downtown is 1.5miles, Bik ...
From $284 per night (USD)VRBO
From $315 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 $315 per night (USD)VRBO
From $380 per night (USD)VRBO
Modern, RENOVATED, 3-bed PeachTree House
- Bedrooms:
- 2
- 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 $380 per night (USD)VRBO
From $711 per night (USD)VRBO
Downtown Chatham Home - Near Oyster Pond - Spacious Patio - Family Friendly
- Bedrooms:
- 2
- 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 $711 per night (USD)VRBO
From $935 per night (USD)VRBO
Private Beach - 3 bedroom
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to The Lookout on Pleasant Bay. This remarkable property has a Deed to a private beach. The home sleeps up to ...
From $935 per night (USD)VRBO
From $611 per night (USD)Expedia
Private Home Nestled Among the Cape Pines (2274)
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Abutting conservation land, nestled among the Cape Cod pine trees protected from the wind in its encompassing valley, th ...
From $611 per night (USD)Expedia
From $544 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 $544 per night (USD)VRBO
From $736 per night (USD)VRBO
Pleasant Bay Beachfront Property Plus!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
The owners refer to this one-of-a-kind property as Pleasant Plus. This unique beachfront home and certified wildlife hab ...
From $736 per night (USD)VRBO
From $675 per night (USD)VRBO
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 $675 per night (USD)VRBO
From $452 per night (USD)Expedia
Cozy Chatham home with privacy and nautical decor
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Retreat to the heart of Cape Cod in this restored Cape salt box cottage. Starry Hill Cottage combines elements of old Ca ...
From $452 per night (USD)Expedia
From $603 per night (USD)VRBO
North Chatham - Charming \"Stones Throw\" (2130)
- 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 $603 per night (USD)VRBO
From $453 per night (USD)VRBO
Totally renovated cottage steps to Ridgevale beach via private path and bridge!
- Bedrooms:
- 1
- 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 $453 per night (USD)VRBO
From $449 per night (USD)VRBO
Game Room Walk to Nantucket Sound!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: 16606 - Chatham Charmer: Game Room Walk to Nantucket Sound! The Space: Nestled between Harwich Port and Chatha ...
From $449 per night (USD)VRBO
From $583 per night (USD)VRBO
Large Family House Near Red River Beach \n20% Off Stays of 7+ Nights for May 2025
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 11
Wonderful family home "Starboard Bliss", this spotless and well maintained home features 5 bedrooms, 4 full bathrooms, a ...
From $583 per night (USD)VRBO
From $587 per night (USD)VRBO
Chatham-Walk to Ridgevale Beach, Pets Considered, Central Air, Bike Trail
- Bedrooms:
- 2
- 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 $587 per night (USD)VRBO
From $761 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 $761 per night (USD)Expedia
Click For PricingVRBO
Located in a quiet neighborhood, less than a mile from downtown Chatham
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This home is ideal for your family vacation! Located in a quiet neighborhood, it's less than a mile from downtown Chatha ...
Click For PricingVRBO
From $540 per night (USD)Expedia
Classic, airy Chatham cottage minutes from beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
**House is cleaned, disinfected & aired out between guests** Welcome to Cranberry Cottage, a cozy 2 BR, 1 BA cottage ce ...
From $540 per night (USD)Expedia
From $331 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 $331 per night (USD)VRBO
From $809 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 $809 per night (USD)Expedia
From $372 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 $372 per night (USD)VRBO
From $469 per night (USD)Expedia
Central AC Close to Beach Dog Friendly!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: 16613 - Maiden Chatham: Central AC Close to Beach Dog Friendly! The Space: Enjoy this beautifully renovated, w ...
From $469 per night (USD)Expedia
From $481 per night (USD)VRBO
Walk to Ridgevale Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: 16612 - Salty Breeze: Walk to Ridgevale Beach! The Space: There is nothing like heading to Cape Cod and enjoyi ...
From $481 per night (USD)VRBO
From $405 per night (USD)Expedia
Secluded home with deck, grill, porch, fast WiFi, & W/D - great location
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
One Fish, Two Fish Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $405 per night (USD)Expedia
From $558 per night (USD)VRBO
5 Bedroom Chatham Retreat on Quiet Street
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Spacious 5 bedroom home in a great location in Chatham! This home can comfortably accommodate your entire family. Beauti ...
From $558 per night (USD)VRBO
From $395 per night (USD)Expedia
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 $395 per night (USD)Expedia
From $609 per night (USD)VRBO
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 $609 per night (USD)VRBO
From $410 per night (USD)VRBO
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 $410 per night (USD)VRBO
From $377 per night (USD)VRBO
4BR+Loft Beautiful Chatham-Year Round-Sleeps up to 8 & 1 Mile to Town **Video**
- Bedrooms:
- 2
- 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 $377 per night (USD)VRBO
From $289 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 $289 per night (USD)Expedia
From $662 per night (USD)VRBO
Cozy Cockle Cove Retreat!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to this adorable coastal cottage, perfectly nestled just half a mile from Cockle Cove Beach in Chatham. Offering ...
From $662 per night (USD)VRBO
From $796 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 $796 per night (USD)Expedia
From $223 per night (USD)VRBO
Chatham Luxury! WALK to beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Chatham Searenity! BEACH ACCESS! Walk to beautiful beach overlooking monomoy! 2 minutes from Chatham Bars Inn, Chatham l ...
From $223 per night (USD)VRBO
From $1013 per night (USD)VRBO
Four Bedroom - Short Distance to Downtown Chatham -- 2/10's mile to Oyster Pond Beach Area
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
One block to Downtown Chatham and 1/2 mile to Oyster Pond, a Nice Saltwater Inlet with Sandy Beach, and Bathhouse * * ...
From $1013 per night (USD)VRBO
From $812 per night (USD)VRBO
Gorgeous Beach House, private beach, year round, just renovated Sleeps11
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 11
Enjoy 3 levels of finished space. Newly renovated 3 years ago with quartz countertop gourmet kitchen seating 4 at the br ...
From $812 per night (USD)VRBO
From $750 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 $750 per night (USD)VRBO
From $1780 per night (USD)VRBO
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 $1780 per night (USD)VRBO
From $384 per night (USD)Expedia
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 $384 per night (USD)Expedia
From $714 per night (USD)VRBO
Sophisticated decor with an amazing use of space throughout this two bedroom (1 king and 2 twins) cottage.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Charming cottage, perfect for your next getaway. Its sophisticated decor and lovely wooden views create a serene and inv ...
From $714 per night (USD)VRBO
From $346 per night (USD)Expedia
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 $346 per night (USD)Expedia
From $545 per night (USD)VRBO
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 $545 per night (USD)VRBO
From $758 per night (USD)Expedia
22 Veterans’ Field Rd., Chatham, MA: Home Plate
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Description: *Four bedrooms (plus outbuilding with daybeds sleeping four and heating/cooling…great for teens!) *Beds for ...
From $758 per night (USD)Expedia
Click For PricingVRBO
Historic Cottage on White Pond, near Downtown Chatham and beaches
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Affectionately named the "Chit-Chat", this classic 1920's 2 bedroom Cape Cod cottage is near downtown and Chatham's best ...
Click For PricingVRBO
From $354 per night (USD)VRBO
Three Bedroom -- Charming, Newly Renovated Cape Cottage - Sandy, Private Ocean Beach Just 500 Ft. Away
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Charming Renovated Cape Cottage with Sandy Private Ocean Beach * * * * See end of this description for informat ...
From $354 per night (USD)VRBO
From $539 per night (USD)VRBO
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 $539 per night (USD)VRBO
From $857 per night (USD)Expedia
Red Door Retreat in Chatham
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Come make wonderful memories at this beautiful 3 bed/2.5 bath home. 4 min drive to beach & town. Cathedral ceiling livin ...
From $857 per night (USD)Expedia
From $564 per night (USD)VRBO
Charming Chatham condo - Oyster Pond views, pool, tennis court and water access
- Bedrooms:
- 1
- 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 $564 per night (USD)VRBO
From $448 per night (USD)Expedia
5 BR - Beautiful Property-Chatham in-Town & Oyster Beach Inlet
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Absolutely beautiful vacation home with upscale furnishings throughout! Giant wraparound porch complete with comfy furni ...
From $448 per night (USD)Expedia
From $873 per night (USD)VRBO
Hot Tub, Fenced Yard & Dog Friendly
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Summary: 16651 - Smooth Sailing: Hot Tub, Fenced Yard & Dog Friendly The Space: Keep it classy this summer and spend a ...
From $873 per night (USD)VRBO
From $265 per night (USD)Expedia
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 $265 per night (USD)Expedia
From $658 per night (USD)VRBO
Walk to the beach! The Salty Breeze sleeps 10; updated house, bikes, beach toys!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to The Salty Breeze! Come enjoy the perfect vacation spent in Chatham, one of the most desirable summertime dest ...
From $658 per night (USD)VRBO
From $503 per night (USD)Expedia
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 $503 per night (USD)Expedia
From $1049 per night (USD)VRBO
Families: Enjoy Harwich, Pool, Large Hot Tub & AC!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 16
Summary: Families only please, if you are a group of friends, please reach out to us before booking. AC is new for 202 ...
From $1049 per night (USD)VRBO
From $218 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 $218 per night (USD)VRBO
From $387 per night (USD)VRBO
Beautiful home with entertainment - near golf courses & Pleasant Bay
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
The Harwich House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $387 per night (USD)VRBO
From $389 per night (USD)Expedia
Chatham Village - Center - Main Street Center Area
- Bedrooms:
- 1
- 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 $389 per night (USD)Expedia
From $493 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 $493 per night (USD)VRBO
From $900 per night (USD)Expedia
Enjoy your own private pool in Chatham! (2252)
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
This uniquely beautiful home located in historic Chatham comfortably sleeps 10 with 5 sleeping spaces, 2.5 baths, plus t ...
From $900 per night (USD)Expedia
From $237 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 $237 per night (USD)VRBO
From $483 per night (USD)Expedia
Beautiful Historical Home, close to beach & bike path, pet friendly
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Charming 3 bedroom historical property (1850) located 1/4 mile to Red River Beach. 1/4 mile to the Cape Cod bike trail, ...
From $483 per night (USD)Expedia
From $622 per night (USD)VRBO
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 $622 per night (USD)VRBO
From $465 per night (USD)VRBO
Stunning Water Views, Swim and Kayak in Tidal River, Walk to Beach, AC, Like New
- Bedrooms:
- 3
- 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 $465 per night (USD)VRBO
From $544 per night (USD)VRBO
Charming Walk to Beach Chatham-Bayview Cottage 3 BR--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. The Living Room ha ...
From $544 per night (USD)VRBO
From $433 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 $433 per night (USD)Expedia
Click For PricingVRBO
Cape Cod Nest: A Spacious Home with Large Deck, & Beautiful Yard with Firepit
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Cape Cod Nest: A Spacious Home with Large Deck, & Beautiful Yard with Firepit The Cape has some of the most beautiful b ...
Click For PricingVRBO
From $557 per night (USD)Expedia
Unique Oyster Pond 3bd-2ba home in private setting close to downtown.
- Bedrooms:
- 2
- 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 $557 per night (USD)Expedia
From $507 per night (USD)VRBO
Charming Beach House ~ Beautifully Updated & Immaculate. Walk to Sandy Beaches
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Rent this impeccably maintained home located in desirable Chatham neighborhood south of Route 28. Forest Street Beach on ...
From $507 per night (USD)VRBO
From $572 per night (USD)VRBO
Charming Family Cape, Impeccably Landscaped With Water Views Near The Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Cozy and quiet 3 bedroom, 2 bath Cape style home with an expansive, beautifully landscaped yard…the largest in the area. ...
From $572 per night (USD)VRBO
From $423 per night (USD)VRBO
Beautiful Retreat / Hot tub/ Walk to Ridgevale Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Lovely, sun-filled, completely renovated, 4 bedroom 2 full bath house located within walking distance to beautiful, kid- ...
From $423 per night (USD)VRBO
From $408 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 $408 per night (USD)VRBO
From $430 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 $430 per night (USD)VRBO
From $721 per night (USD)VRBO
Aren't you thinking about summer right now? Warm days and cool nights available!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Kismet is a Saturday weekly rental in July and August. Perfect for families, or several couples, this home has plenty o ...
From $721 per night (USD)VRBO
From $464 per night (USD)VRBO
CHATHAM-OPEN 8/09 & availability 8/30 & beyond! WALK TO BEACHES, SHOPS, DINING!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
CHATHAM - AVAIL SATURDAY 8/09, 8/30 and 8/31. SEPTEMBER and OCTOBER stays are discounted! WALK TO 3 BEAUTIFUL SANDY BE ...
From $464 per night (USD)VRBO
From $1643 per night (USD)Expedia
Pool and Private Association Beach In Cannon Hill RPAM006
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Tucked in the private Cannon Hill Neighborhood, this enchanting 4 bedroom, 3 full and 1 half bathroom home with a large ...
From $1643 per night (USD)Expedia
From $2175 per night (USD)VRBO
Oyster Pond Waterfront - Chatham, Massachusetts
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 16
Capture spectacular sunrises, seasonal fireworks, and everything in between via the unobstructed panoramic water and tow ...
From $2175 per night (USD)VRBO
From $1144 per night (USD)VRBO
Booking for 2025 now! WATERVIEWS! 4min drive to Hardings Beach!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
We loved seeing the different groups who came through our house this year. We had bachelorette parties, multi-generation ...
From $1144 per night (USD)VRBO
From $1775 per night (USD)VRBO
Breathtaking Harwich Retreat w/ Heated Pool and Spa RPAM086
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 16
Prepare to be amazed as you pull into this stunning, fully renovated Gothic Revival manor with 1.2 acres of manicured gr ...
From $1775 per night (USD)VRBO
From $658 per night (USD)VRBO
Beautiful Harwich home with private pool in great location!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
You will fall in love with this tastefully furnished home located in a quiet neighborhood. This fantastic 2500+ sq/ft ...
From $658 per night (USD)VRBO
From $2587 per night (USD)VRBO
Elevate Your Cape Stay: Chatham Luxury with Pool & Beach RPAM026
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
LAST THREE PEAK WEEKS AVAILABLE AT A DISCOUNTED RATE AND FIVE NIGHT MINIMUM STAYS! WEEKS STARTING JUNE 21ST, AUGUST 16T ...
From $2587 per night (USD)VRBO
From $990 per night (USD)Expedia
Supremely Located Chatham Rental With Path To Private Beach RPAM054
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Nestled in one of the most coveted areas of Cape Cod, 63 Morris Island Road offers everything a discerning tenant could ...
From $990 per night (USD)Expedia
From $663 per night (USD)VRBO
Walk to The Monomoy Wildlife Sanctuary. Great space for relaxing and entertaining
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Plan your next vacation by the beach in this charming 3 bedroom, 2 bath home, which comfortably sleeps six with a double ...
From $663 per night (USD)VRBO
From $658 per night (USD)VRBO
NEW LISTING! Perfect family home, short walk to Chatham!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
This completely renovated and newly painted home is located on a private road and just a few minutes walk away from all ...
From $658 per night (USD)VRBO
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Chatham Ocean View Home, Beach Accesso, 3 Decks, Pets Considered, Sleeps 10
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Our beautiful Cape Cod beach house is perfect for a relaxing vacation with family or friends. Nantucket Sound views and ...
Click For PricingVRBO
From $815 per night (USD)VRBO
Recently Remodeled 4 bedroom-sleeps-10 with A/C-just one mile to the beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Recently Remodeled 4 bedroom-sleeps-10 with A/C-just one mile to the beach! This recently-remodeled 4 bedroom, 3.5 ba ...
From $815 per night (USD)VRBO
From $419 per night (USD)VRBO
Centrally Located Beach Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Classic Cape Cod style home .2 miles from marsh and .5 miles walk to full service Harding beach offering endless activit ...
From $419 per night (USD)VRBO
From $379 per night (USD)VRBO
NEW LISTING Peace and Quiet Pond Front
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Watch the sunset Mill Pond. Surrounded by nature the tranquility is perfection. Just minutes to Chatham Light, Cockle Co ...
From $379 per night (USD)VRBO
From $1247 per night (USD)VRBO
Chatham Oasis: 099-C Renovated Chatham Village Farmhouse, Heated Pool, Walk to Beach & Town
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This property is professionally managed by Pretty Picky Properties. Renovated Chatham Village Farmhouse, Pool, Walk to ...
From $1247 per night (USD)VRBO
From $719 per night (USD)Expedia
Pristine Chatham home walkable to town, CBI, Fish Pier and baseball field
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Chatham retreat CLOSE to EVERYTHING, walk to CBI, fish pier, town, baseball field etc. Completely remodeled to perfectio ...
From $719 per night (USD)Expedia
From $848 per night (USD)VRBO
Sprawling Home With Great Outdoor Space (2288)
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
If you are looking for the perfect getaway to pamper your guests on your next Cape Cod vacation offering easy access to ...
From $848 per night (USD)VRBO
From $444 per night (USD)Expedia
Spacious renovated home, close to Chatham Beaches
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 14
Welcome to your perfect Cape Cod getaway! Nestled right on the Chatham/Harwich line, this spacious home offers the best ...
From $444 per night (USD)Expedia
From $1675 per night (USD)VRBO
Hiawatha: 177-CC Gorgeous Chatham Estate with heated pool, walk to Town or Beach
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 15
This home is professionally managed by Pretty Picky Properties Gorgeous Chatham Estate with heated pool, walk to Town o ...
From $1675 per night (USD)VRBO
From $1454 per night (USD)Expedia
Heated Pool AC 1/2 Mile to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 8
- Sleeps:
- 20
Summary: 17739 - Deja Blue: Heated Pool AC 1/2 Mile to Beach! The Space: Accommodations for twenty people, a heated poo ...
From $1454 per night (USD)Expedia
From $752 per night (USD)VRBO
THREE BEDROOM UPDATED HOME -- JUST 3/10'S MILE TO PLEASANT STREET BEACH
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful Updated Home with Lots of Living Space, Minutes to Pleasant Street Beach. * * * * See end of this de ...
From $752 per night (USD)VRBO
From $380 per night (USD)Expedia
Close to Bike Path 1 Mile to Beaches!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: 16673 - Mayflower Retreat: Close to Bike Path 1 Mile to Beaches! The Space: A quick pedal from the Cape Cod Ra ...
From $380 per night (USD)Expedia
From $328 per night (USD)VRBO
Updated Beach House Deck Outdoor Shower!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: 16670 - A Touch of Blue: Updated Beach House Deck Outdoor Shower! The Space: Nautical colors and floods of nat ...
From $328 per night (USD)VRBO
From $449 per night (USD)Expedia
5 Min Walk to Red River Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: 17740 - Absolute Beach: 5 Min Walk to Red River Beach! The Space: Happiness in Harwich is hard to hide from. A ...
From $449 per night (USD)Expedia
From $834 per night (USD)VRBO
5 Bedroom Chatham Charmer RPAM012
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Located in the highly desirable town of Chatham, this five bedroom, three bath rental home will meet all your vacation n ...
From $834 per night (USD)VRBO
From $1179 per night (USD)Expedia
Large Chatham Rental w/ 5 Bedrooms w/ 5 Private Bathrooms RPAM007
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
This stunning rental home is a vacationer’s dream! Easy and close access to the ponds, bike trails, conservation area a ...
From $1179 per night (USD)Expedia