Chatham Rentals
From $289 per night (USD)VRBO
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)VRBO
From $585 per night (USD)Expedia
Adorable Cockle Cove cottage!
- 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 $585 per night (USD)Expedia
From $1096 per night (USD)VRBO
Beautifully Renovated w\/ Access to Beach!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Summary: 16626 - Cape Whidah: Beautifully Renovated w/ Access to Beach! The Space: This gorgeous vacation home, located ...
From $1096 per night (USD)VRBO
From $401 per night (USD)Expedia
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 $401 per night (USD)Expedia
From $384 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 $384 per night (USD)VRBO
From $510 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 $510 per night (USD)Expedia
From $277 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 $277 per night (USD)VRBO
From $854 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 $854 per night (USD)Expedia
From $454 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 $454 per night (USD)VRBO
From $471 per night (USD)Expedia
5 BR - Beautiful Property-Chatham in-Town & Oyster Beach Inlet
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 10
Absolutely beautiful vacation home with upscale furnishings throughout! Giant wraparound porch complete with comfy furni ...
From $471 per night (USD)Expedia
From $742 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 $742 per night (USD)VRBO
From $474 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 $474 per night (USD)Expedia
From $687 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 $687 per night (USD)VRBO
From $451 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 $451 per night (USD)Expedia
From $411 per night (USD)VRBO
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 $411 per night (USD)VRBO
From $237 per night (USD)Expedia
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)Expedia
From $446 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 $446 per night (USD)VRBO
From $316 per night (USD)Expedia
Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Sea House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $316 per night (USD)Expedia
From $560 per night (USD)VRBO
Unique Oyster Pond 3bd-2ba home in private setting close to downtown.
- 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 $560 per night (USD)VRBO
From $270 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 $270 per night (USD)VRBO
From $697 per night (USD)VRBO
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 $697 per night (USD)VRBO
From $546 per night (USD)Expedia
Waterfront Home With Dock and Two Water Facing Decks! (2372)
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to your serene waterfront retreat on Taylors Pond, offering direct access to Cockle Cove and the vast expanse of ...
From $546 per night (USD)Expedia
From $477 per night (USD)VRBO
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 ...
From $477 per night (USD)VRBO
From $423 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 $423 per night (USD)Expedia
From $1881 per night (USD)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 ...
From $1881 per night (USD)VRBO
From $403 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 $403 per night (USD)Expedia
From $629 per night (USD)VRBO
Ridgevale Retreat: 027-C Updated Beach House near Ridgevale Beach
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
This home is professionally managed by Pretty Picky Properties Updated Beach House near Ridgevale Beach Sleeps 6 2 Bed ...
From $629 per night (USD)VRBO
From $1043 per night (USD)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 ...
From $1043 per night (USD)Expedia
From $778 per night (USD)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 ...
From $778 per night (USD)VRBO
From $724 per night (USD)Expedia
Charming house with patio, Washer\/Dryer, & 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 $724 per night (USD)Expedia
From $1243 per night (USD)VRBO
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 $1243 per night (USD)VRBO
From $570 per night (USD)Expedia
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 $570 per night (USD)Expedia
From $1122 per night (USD)VRBO
Luxury Waterfront with Game Room!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Summary: 16693 - Chatham Homecoming: Luxury Waterfront with Game Room! The Space: Perched above the shimmering waters o ...
From $1122 per night (USD)VRBO
From $495 per night (USD)Expedia
Elbow Inn: Private Retreat with Two Master Suites
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This spacious Chatham beach house comfortably sleeps 8, making it the perfect retreat for families or friends. With 4 be ...
From $495 per night (USD)Expedia
From $2719 per night (USD)VRBO
Sunsets and saltwater views of The Atlantic Ocean, Nauset Beach, Strong Island and Bassing Harbor
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Magnificent, wraparound saltwater views of the Atlantic Ocean, Nauset Beach, Strong Island, Bassing Harbor and north to ...
From $2719 per night (USD)VRBO
From $728 per night (USD)Expedia
Charming Chatham Bungalow- Minutes to Beaches and Downtown Chatham
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Book your Cape Cod escape where location, historic charm, and value unite! Our beautifully preserved and updated 1930s h ...
From $728 per night (USD)Expedia
From $1460 per night (USD)VRBO
Luxury Family Fun - Heated Pool, Hot Tub, Game Room, Walk to Small Beach - 5BR
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to The Tide Watch - our luxurious retreat, perfect for families or a group of friends! This stunning home featur ...
From $1460 per night (USD)VRBO
From $684 per night (USD)VRBO
Soundside Sanctuary - Chatham Home Close to Forest Beach & The Rail Trail
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to Soundside Sanctuary! Nestled in a quiet Chatham neighborhood, this peaceful retreat offers spacious, updated ...
From $684 per night (USD)VRBO
From $715 per night (USD)VRBO
4-bedroom house in charming Chatham steps from Main Street and the Mill Pond
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Nestled in Chatham, this charming house offers 4 bedrooms - 2 queen beds, 1 full bed, and 1 twin bed. With 2.5 bathrooms ...
From $715 per night (USD)VRBO
From $576 per night (USD)VRBO
3BR - Large Fenced In Yard, Patio, Near Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Location: Located on a dead-end road near the head of Pleasant Bay, this 3 bedroom house offers a large fenced in yard w ...
From $576 per night (USD)VRBO
From $659 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 $659 per night (USD)VRBO
From $572 per night (USD)Expedia
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 $572 per night (USD)Expedia
From $470 per night (USD)VRBO
Charming Beach House ~ Beautifully Updated & Immaculate. Walk to Sandy Beaches
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 5
Fabulous opportunity to rent this impeccably maintained home located in desirable Chatham neighborhood south of Route 28 ...
From $470 per night (USD)VRBO
From $343 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 $343 per night (USD)VRBO
From $389 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 $389 per night (USD)VRBO
From $202 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 $202 per night (USD)VRBO
From $458 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 $458 per night (USD)VRBO
From $1488 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 $1488 per night (USD)VRBO
From $481 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 $481 per night (USD)VRBO
From $931 per night (USD)Expedia
Enjoy your own private pool in Chatham! (2252)
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
This uniquely beautiful home located in historic Chatham comfortably sleeps 10 with 5 sleeping spaces, 2.5 baths, plus t ...
From $931 per night (USD)Expedia
From $443 per night (USD)VRBO
One Minute Walk to Little Beach - LOCATION!! Charming, Newly Renovated Cape Cottage - Sandy, Private Ocean Beach Just 500 Ft. Away
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Charming Renovated Cape Cottage with Sandy Private Ocean Beach From this true Cape Cod cottage, a private oceanside bea ...
From $443 per night (USD)VRBO
From $564 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 $564 per night (USD)VRBO
From $197 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 $197 per night (USD)VRBO
From $746 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 $746 per night (USD)VRBO
From $2186 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 $2186 per night (USD)VRBO
From $771 per night (USD)Expedia
22 Veterans’ Field Rd., Chatham, MA: Home Plate
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Description: *Four bedrooms (plus outbuilding with daybeds sleeping four and heating/cooling…great for teens!) *Beds for ...
From $771 per night (USD)Expedia
From $1013 per night (USD)VRBO
Downtown Chatham Treasure
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 7
One block to Downtown Chatham and 1/2 mile to Oyster Pond, a Nice Saltwater Inlet with Sandy Beach Enjoy this immaculat ...
From $1013 per night (USD)VRBO
From $420 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 $420 per night (USD)Expedia
From $372 per night (USD)VRBO
Pool Table, Bar, Ping Pong, Sun Rm, Deck,4 BR, Private
- Bedrooms:
- 3
- Bathrooms:
- 5
- 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 $582 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 $582 per night (USD)VRBO
From $519 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 $519 per night (USD)VRBO
From $453 per night (USD)VRBO
Totally renovated cottage steps to Ridgevale beach via private path and bridge!
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $469 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 $469 per night (USD)VRBO
From $380 per night (USD)VRBO
Modern, RENOVATED, 3-bed PeachTree House
- Bedrooms:
- 3
- Bathrooms:
- 4
- 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 $797 per night (USD)VRBO
Downtown Chatham Home - Near Oyster Pond - Spacious Patio - 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 $797 per night (USD)VRBO
From $1090 per night (USD)VRBO
Lovely Water Views Near Oyster Pond
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
3400 Square Foot Cape with Spectacular Water Views of Millpond, the Mitchell River and Stage Harbor in the Distance. Th ...
From $1090 per night (USD)VRBO
From $692 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 $692 per night (USD)VRBO
From $1404 per night (USD)VRBO
Gracious home 200 yards to private beach
- Bedrooms:
- 3
- Bathrooms:
- 5
- 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 $1404 per night (USD)VRBO
From $530 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 $530 per night (USD)VRBO
From $799 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 $799 per night (USD)Expedia
From $487 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 $487 per night (USD)VRBO
From $667 per night (USD)Expedia
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 ...
From $667 per night (USD)Expedia
From $1084 per night (USD)VRBO
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 $1084 per night (USD)VRBO
From $526 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 $526 per night (USD)Expedia
Click For PricingVRBO
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 PricingVRBO
From $2408 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:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Panoramic Saltwater Views of Nauset Beach, Strong Island, Bassing harbor and Pleasant Bay with Private Beach This 4500 ...
From $2408 per night (USD)VRBO
From $1888 per night (USD)VRBO
Booking for Summer 2025!
- 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 $1888 per night (USD)VRBO
From $1252 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 $1252 per night (USD)VRBO
From $666 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 $666 per night (USD)VRBO
From $598 per night (USD)Expedia
Walk to Chatham Center or bike the Cape Cod Rail Trail!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Wonderful summer rental, filled with new furnishings and centrally located in Chatham! The Cape Cod Rail Trail is right ...
From $598 per night (USD)Expedia
From $388 per night (USD)VRBO
Kid-Friendly Ridgevale Beach is an easy stroll from this comfy beach house!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
.... PET FRIENDLY! ... Recently updated, this classic summer beach cottage is a quick walk to popular Ridgevale Beach! A ...
From $388 per night (USD)VRBO
From $552 per night (USD)VRBO
Luxury Chatham Town Home. Close to town & beaches!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Sunlight filled luxury town home overlooking a beautiful pond, with three floors of living space. Located less than a mi ...
From $552 per night (USD)VRBO
From $541 per night (USD)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 ...
From $541 per night (USD)VRBO
From $660 per night (USD)Expedia
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 $660 per night (USD)Expedia
From $756 per night (USD)VRBO
Family Friendly Home with Private Bog View-Close to 2 beaches & town center.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Newly remodeled in 2020, this designer 4 BR, 3 full bath house sleeps 10 (8 preferred) and has everything you need to ma ...
From $756 per night (USD)VRBO
From $620 per night (USD)Expedia
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 $620 per night (USD)Expedia
From $319 per night (USD)VRBO
Fabulous Quiet Cape, Close to Beach, Central Air, Perfect for Families
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy your quiet family get-away in a lovely, newer construction beautifully decorated cape with central air. Just a co ...
From $319 per night (USD)VRBO
From $6793 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 $6793 per night (USD)VRBO
From $764 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 $764 per night (USD)VRBO
From $465 per night (USD)Expedia
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 $465 per night (USD)Expedia
From $872 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 $872 per night (USD)VRBO
From $784 per night (USD)VRBO
WATER VIEW OF STETSON COVE! UPDATED HOME WITH SO MUCH TO OFFER!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 8
Sparkling Updated Home With Lovely Views Of Stetson Cove! This spacious, immaculate home boasts a large kitchen with d ...
From $784 per night (USD)VRBO
From $551 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 $551 per night (USD)VRBO
From $372 per night (USD)VRBO
Lovely Stage Harbor Estate Guest House W\/Private Beach to Use
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Lovely guest house on quiet and picturesque Stage Harbor! Right on town way with 30 second walk to the water and use of ...
From $372 per night (USD)VRBO
From $922 per night (USD)VRBO
Near beach and town, private, AC, pet friendly
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
3 Bedrooms- 3 Bathrooms- Sleeps 8 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Ma ...
From $922 per night (USD)VRBO
From $1001 per night (USD)Expedia
Reuben Young House: Two 1st Floor King Master Suites. Close to Town & Beaches.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Charming circa 1820 antique newly renovated. close to downtown Chatham (1.5 miles). Close to Fish Pier, Ryders Cove, Oys ...
From $1001 per night (USD)Expedia
From $1259 per night (USD)VRBO
Family friendly luxury home with heated pool and spa
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 14
Gorgeous home in Chatham with a brand new heated saltwater pool and hot tub. The open floor plan, combined living and ...
From $1259 per night (USD)VRBO
From $281 per night (USD)VRBO
Cozy one bedroom on White pond (Must bring your own linens)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
2 Person only. Charming little classic Cape cottage located close to town, beaches and bike trail. The cottage is nestl ...
From $281 per night (USD)VRBO
From $304 per night (USD)VRBO
Quaint 2 Bedroom Cottage Overlooking White Pond
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Must bring your own linens. Perfect getaway to relax and unwind. Located in a small 5 acre enclave of cottages nestled u ...
From $304 per night (USD)VRBO
From $115 per night (USD)VRBO
Pleasant Forest Shores #1 S. Chatham: Classic Swedish ''Stuga'' style near beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
NOTE: Booking of EXISTING customers should begin on 02/01/25. New guests can ONLY apply for 2025 WAIT LIST at this time ...
From $115 per night (USD)VRBO