Chatham Vacation Rentals
PRICE PER NIGHT
ACCOMMODATION TYPES
2/10 mile Walk to Private Bayside Beach - Secluded Getaway - Central AC
10
Excellent
·
Apartment
·
3 br
·
Sleeps 8
·
Deck · Ceiling Fan · Outdoor Space ·
From
$223/nightProperty
Apartment · 3 Beds · 3 baths
Amenities
Ceiling Fan
On Site Laundry
Dishwasher
Wifi
In Unit Laundry
Furnished
Oven
Air Conditioning
Other spaces
Deck, Kitchen
Modern 4 BDR Northside Dennis Beach House w/ Central A/C
9.9
Excellent
·
House
·
4 br
·
Sleeps 10
·
Ocean · Deck · Workspace ·
From
$450/nightProperty
House · 4 Beds · 4 baths
Amenities
Ocean
Waterfront
Beach
Dishwasher
Wifi
In Unit Laundry
Furnished
Oven
Other spaces
Deck, Workspace, Kitchen
Spacious Getaway w/Deck - Walk to Nantucket Sound!
9.8
Excellent
·
House
·
3 br
·
Sleeps 8
·
Hardwood Floor · Dishwasher · Wifi ·
From
$299/nightProperty
House · 3 Beds · 2 baths
Amenities
Hardwood Floor
Dishwasher
Wifi
In Unit Laundry
Furnished
Oven
Air Conditioning
Other spaces
Kitchen
Cabin6: Nestled In The Pines In The Heart Of Cape Cod
8.6
Very good
·
Apartment
·
1 br
·
Sleeps 3
·
Private Pool · Pool · Fireplace ·
From
$122/nightProperty
Apartment · 1 Bed · 2 baths
Amenities
Private Pool
Pool
Fireplace
Wifi
In Unit Laundry
Furnished
Air Conditioning
Onsite Management
Other spaces
Kitchen
18827: Fabulous Outdoor Space, Full Sand Volleyball Court, Walk to Blueberry Pond!
No reviews
·
House
·
4 br
·
Sleeps 10
·
Lake · Waterfront · Fitness Center ·
From
$293/nightProperty
House · 4 Beds · 3 baths
Amenities
Lake
Waterfront
Fitness Center
Fireplace
Beach
Dishwasher
Wifi
In Unit Laundry
Other spaces
Kitchen
Enjoy your vacation in this Light and Bright, updated ''A'' style townhouse in Billington Village
No reviews
·
Condo
·
2 br
·
Walk In Closets · Pool · On Site Laundry ·
From
$329/nightProperty
Condo · 2 Beds · 2 baths
Amenities
Walk In Closets
Pool
On Site Laundry
Fireplace
Dishwasher
Wifi
In Unit Laundry
Furnished
Other spaces
Kitchen
18829: Amazing Home with In-Ground Plunge Pool, Dog Friendly! Fun for the Whole Family!
No reviews
·
House
·
3 br
·
Sleeps 9
·
High Ceilings · Workspace · Private Pool ·
From
$530/nightProperty
House · 3 Beds · 3 baths
Amenities
High Ceilings
Private Pool
Pool
Lake
Waterfront
Fitness Center
Fireplace
Beach
Other spaces
Workspace, Kitchen
18828: Beautiful Home w/ Brand New Furnishings, Easy Access to Golf, Jacknife Beach & Long Pond!
No reviews
·
House
·
3 br
·
Sleeps 8
·
Lake · Waterfront · Fitness Center ·
From
$225/nightProperty
House · 3 Beds · 2 baths
Amenities
Lake
Waterfront
Fitness Center
Fireplace
Beach
Dishwasher
Wifi
In Unit Laundry
Other spaces
Kitchen
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Updated Cottage with Heated Pool, Close To Nauset Beach; 040-O
9.9
Excellent
·
House
·
3 br
·
Sleeps 6
·
Hot Tub · Private Pool · Pool ·
From
$559/nightProperty
House · 3 Beds · 2 baths
Amenities
Hot Tub
Private Pool
Pool
Dishwasher
In Unit Laundry
Furnished
Oven
Air Conditioning
Other spaces
Kitchen
Quaint Wellfleet Cottage - 2 Mi to Coastline!
8
Very good
·
Apartment
·
2 br
·
Sleeps 5
·
Central Heat · Wifi · In Unit Laundry ·
From
$170/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
Central Heat
Wifi
In Unit Laundry
Furnished
Oven
Air Conditioning
Other spaces
Kitchen
Chatham Beach Cottage + loft Walk to the Beach
9.5
Excellent
·
Apartment
·
2 br
·
Sleeps 6
·
Fireplace · Beach · Wifi ·
From
$343/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
Fireplace
Beach
Wifi
In Unit Laundry
Furnished
Oven
Air Conditioning
Other spaces
Kitchen
Bright home with central AC, kayaks, large yard, fast WiFi - walk to the beach
9.3
Excellent
·
House
·
4 br
·
Sleeps 8
·
On Site Laundry · Dishwasher · In Unit Laundry ·
From
$114/nightProperty
House · 4 Beds · 3 baths
Amenities
On Site Laundry
Dishwasher
In Unit Laundry
Furnished
Oven
Air Conditioning
Garage Parking
Other spaces
Kitchen
Renovated Luxury Chatham Home with Pool & Hot Tub: 935-C
No reviews
·
House
·
4 br
·
Sleeps 10
·
Hot Tub · Private Pool · Pool ·
From
$1,380/nightProperty
House · 4 Beds · 4 baths
Amenities
Hot Tub
Private Pool
Pool
Fireplace
Dishwasher
In Unit Laundry
Furnished
Oven
Other spaces
Kitchen
Gorgeous Cape Cod getaway with patio, grill, sun room, fireplace, AC, & W/D
No reviews
·
House
·
3 br
·
Sleeps 8
·
High Ceilings · Fireplace · Dishwasher ·
From
$589/nightProperty
House · 3 Beds · 4 baths
Amenities
High Ceilings
Fireplace
Dishwasher
Wifi
In Unit Laundry
Furnished
Oven
Air Conditioning
Other spaces
Kitchen
Spacious and Centrally located with full central air conditioning.
10
Excellent
·
House
·
3 br
·
Sleeps 9
·
Lake · Outdoor Space · Waterfront ·
From
$325/nightProperty
House · 3 Beds · 2 baths
Amenities
Lake
Waterfront
Fitness Center
Beach
Dishwasher
Wifi
In Unit Laundry
Furnished
Other spaces
Kitchen
Book Eastham, Plenty Of Room For Entire Family!
10
Excellent
·
House
·
3 br
·
Sleeps 6
·
High Ceilings · Balcony · Hardwood Floor ·
From
$337/nightProperty
House · 3 Beds · 3 baths
Amenities
High Ceilings
Hardwood Floor
Dishwasher
Wifi
In Unit Laundry
Furnished
Oven
Air Conditioning
Other spaces
Balcony, Kitchen
Captivating in South Orleans, New, Spacious, Pristine with Heated Pool:005-O
10
Excellent
·
House
·
4 br
·
Sleeps 10
·
Private Pool · Pool · On Site Laundry ·
From
$1,431/nightProperty
House · 4 Beds · 4 baths
Amenities
Private Pool
Pool
On Site Laundry
Dishwasher
In Unit Laundry
Furnished
Oven
Air Conditioning
Other spaces
Kitchen
Walk to Englewood Beach - sunny home with dog-friendly enclosed yard & firepit
7
Very good
·
House
·
2 br
·
Sleeps 4
·
Hardwood Floor · On Site Laundry · Beach ·
From
$118/nightProperty
House · 2 Beds · 1 bath
Amenities
Hardwood Floor
On Site Laundry
Beach
Wifi
Furnished
Oven
Garage Parking
Other spaces
Kitchen
Newly Renovated Chatham Beach House: 124-C
10
Excellent
·
House
·
4 br
·
Sleeps 8
·
Beach · Dishwasher · In Unit Laundry ·
From
$918/nightProperty
House · 4 Beds · 3 baths
Amenities
Beach
Dishwasher
In Unit Laundry
Furnished
Oven
Air Conditioning
Other spaces
Kitchen
Sparkling New in Chatham, Superb Views, Walk to Beaches : 041-C
10
Excellent
·
House
·
4 br
·
Sleeps 8
·
On Site Laundry · Fireplace · Beach ·
From
$1,474/nightProperty
House · 4 Beds · 4 baths
Amenities
On Site Laundry
Fireplace
Beach
Dishwasher
In Unit Laundry
Furnished
Oven
Air Conditioning
Other spaces
Kitchen
Magnificent Mansion, Privacy, Pool, Water Views in Brewster; 417-B
10
Excellent
·
House
·
10 br
·
Sleeps 20
·
Private Pool · Pool · On Site Laundry ·
From
$1,517/nightProperty
House · 10 Beds · 10 baths
Amenities
Private Pool
Pool
On Site Laundry
Beach
Dishwasher
In Unit Laundry
Furnished
Oven
Other spaces
Kitchen
Charming Cape Cottage w/ Patio: 4 Mi to Beach!
9.2
Excellent
·
House
·
2 br
·
Sleeps 5
·
Microwave · Tv · Free Parking ·
From
$175/nightProperty
House · 2 Beds · 1 bath
Amenities
Microwave
Tv
Free Parking
Central Heat
Dishwasher
Wifi
Oven
Air Conditioning
Other spaces
Kitchen
NEW! High-End Family Home w/ Yard: Walk To Beach!
10
Excellent
·
House
·
3 br
·
Sleeps 8
·
Assigned Parking · Balcony · Walk In Closets ·
From
$150/nightProperty
House · 3 Beds · 2 baths
Amenities
Assigned Parking
Walk In Closets
Toiletries
Microwave
Ceiling Fan
Tv
Free Parking
Central Heat
Other spaces
Balcony, Garden, Kitchen
Cozy Condo w/ Private Deck, Walk to Beach & Dining
8.9
Very good
·
Apartment
·
2 br
·
Sleeps 6
·
Cable · Garden · Microwave ·
From
$133/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
Cable
Microwave
Tv
Free Parking
Central Heat
Fitness Center
Dishwasher
Wifi
Other spaces
Garden, Kitchen
Cape Cod Bungalow w/ Patio
10
Excellent
·
House
·
3 br
·
Sleeps 7
·
Garden · Toiletries · Microwave ·
From
$140/nightProperty
House · 3 Beds · 1 bath
Amenities
Toiletries
Microwave
Tv
Free Parking
Central Heat
Fireplace
Dishwasher
Wifi
Other spaces
Garden, Kitchen
Charming Cottage w/ Deck - Walk to Skaket Beach!
9.7
Excellent
·
House
·
3 br
·
Sleeps 6
·
Cable · Toiletries · Microwave ·
From
$400/nightProperty
House · 3 Beds · 2 baths
Amenities
Cable
Toiletries
Microwave
Ceiling Fan
Tv
Free Parking
Central Heat
Fireplace
Other spaces
Kitchen
Serene Family Home w/ Game Room, Deck & Grill
10
Excellent
·
House
·
4 br
·
Sleeps 12
·
Assigned Parking · Walk In Closets · Garden ·
From
$190/nightProperty
House · 4 Beds · 2 baths
Amenities
Assigned Parking
Walk In Closets
Toiletries
Microwave
Ceiling Fan
Tv
Free Parking
Central Heat
Other spaces
Garden, Kitchen
Pet-Friendly Cape Cod Home w/ Deck 2 Mi to Beaches
10
Excellent
·
House
·
3 br
·
Sleeps 6
·
Cable · Toiletries · Ceiling Fan ·
From
$225/nightProperty
House · 3 Beds · 2 baths
Amenities
Cable
Toiletries
Ceiling Fan
Tv
Free Parking
Central Heat
Fireplace
Wifi
Other spaces
Kitchen
On Goose Pond Pet Friendly Wifi Water Views Private
10
Excellent
·
Apartment
·
1 br
·
Sleeps 4
·
Lake · On Site Laundry · Waterfront ·
From
$313/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Lake
On Site Laundry
Waterfront
Fitness Center
Beach
Wifi
In Unit Laundry
Furnished
Other spaces
Kitchen
Yarmouth Home W/Pond View in Quiet Neighborhood near Beaches and Activities.
No reviews
·
House
·
2 br
·
Sleeps 6
·
Outdoor Space · Fitness Center · Fireplace ·
From
$385/nightProperty
House · 2 Beds · 2 baths
Amenities
Fitness Center
Fireplace
Dishwasher
Wifi
In Unit Laundry
Furnished
Oven
Air Conditioning
Other spaces
Kitchen
Large 7 BR BEACH HOUSE sleeps 15, DENNIS CAPE COD, 3 min. walk to Bay View beach
10
Excellent
·
House
·
7 br
·
Sleeps 15
·
Deck · Outdoor Space · On Site Laundry ·
From
$826/nightProperty
House · 7 Beds · 6 baths
Amenities
On Site Laundry
Fireplace
Beach
Dishwasher
Wifi
In Unit Laundry
Furnished
Oven
Other spaces
Deck, Kitchen
15560: Exquisite Location - Walk 100 Ft to Skaket Beach! Deck, Patio, Outdoor Shower!
No reviews
·
House
·
5 br
·
Sleeps 12
·
Fitness Center · Fireplace · Beach ·
From
$477/nightProperty
House · 5 Beds · 4 baths
Amenities
Fitness Center
Fireplace
Beach
Dishwasher
Wifi
In Unit Laundry
Furnished
Oven
Other spaces
Kitchen
Avoid Buyers Remorse, Book Your 2023 Trip TODAY!
10
Excellent
·
House
·
3 br
·
Sleeps 10
·
Balcony · Dishwasher · Wifi ·
From
$600/nightProperty
House · 3 Beds · 3 baths
Amenities
Dishwasher
Wifi
In Unit Laundry
Furnished
Oven
Air Conditioning
Package Service
Other spaces
Balcony, Kitchen
Unbeatable private beach access at Sears Point!
8.7
Very good
·
Condo
·
3 br
·
Sleeps 8
·
Ocean · Pool · Waterfront ·
From
$828/nightProperty
Condo · 3 Beds · 4 baths
Amenities
Ocean
Pool
Waterfront
Fitness Center
Fireplace
Beach
Dishwasher
In Unit Laundry
Other spaces
Kitchen
19933: Updated Cape in the Heart of Dennis Village w/ Stone Patio & Fire Pit, Outdoor Shower, A/C!
No reviews
·
House
·
3 br
·
Sleeps 10
·
Fitness Center · Fireplace · Beach ·
From
$473/nightProperty
House · 3 Beds · 3 baths
Amenities
Fitness Center
Fireplace
Beach
Dishwasher
Wifi
In Unit Laundry
Furnished
Oven
Other spaces
Kitchen
17734: Chef's Kitchen, Central A/C, Outdoor Shower, Walk to Town,
No reviews
·
House
·
4 br
·
Sleeps 8
·
Lake · Waterfront · Fitness Center ·
From
$412/nightProperty
House · 4 Beds · 2 baths
Amenities
Lake
Waterfront
Fitness Center
Beach
Dishwasher
Wifi
In Unit Laundry
Furnished
Other spaces
Kitchen
17739: Large Private Yard w/ Heated Inground Pool, Central A/C, Half Mile to Red River Beach!
No reviews
·
House
·
8 br
·
Sleeps 20
·
Private Pool · Pool · Fitness Center ·
From
$675/nightProperty
House · 8 Beds · 3 baths
Amenities
Private Pool
Pool
Fitness Center
Beach
Dishwasher
Wifi
In Unit Laundry
Furnished
Other spaces
Kitchen
20018: Fabulous 3,000+ SqFt Home Loaded w/ Amenities - 2 Decks, Hot Tub, Patio, Near Gray's Beach!
No reviews
·
House
·
5 br
·
Sleeps 10
·
Lake · Outdoor Space · Waterfront ·
From
$341/nightProperty
House · 5 Beds · 3 baths
Amenities
Lake
Waterfront
Fitness Center
Fireplace
Beach
Dishwasher
Wifi
In Unit Laundry
Other spaces
Kitchen
Charming 3-BR Cape in a private setting walkable to the beach and town!
10
Excellent
·
House
·
3 br
·
Sleeps 6
·
Outdoor Space · On Site Laundry · Fitness Center ·
From
$280/nightProperty
House · 3 Beds · 2 baths
Amenities
On Site Laundry
Fitness Center
Beach
Dishwasher
Wifi
In Unit Laundry
Furnished
Oven
Other spaces
Kitchen
17713: Magazine Worthy, Top of the Line Furnishings, 2 Min Walk to Beach!
10
Excellent
·
House
·
5 br
·
Sleeps 14
·
Lake · Waterfront · Fireplace ·
From
$1,120/nightProperty
House · 5 Beds · 4 baths
Amenities
Lake
Waterfront
Fireplace
Beach
Dishwasher
Wifi
In Unit Laundry
Furnished
Other spaces
Kitchen
Charming ranch home with fast WiFi, central air conditioning, & a washer/dryer
10
Excellent
·
House
·
2 br
·
Sleeps 4
·
Workspace · On Site Laundry · Beach ·
From
$143/nightProperty
House · 2 Beds · 2 baths
Amenities
On Site Laundry
Beach
Dishwasher
Wifi
In Unit Laundry
Furnished
Oven
Air Conditioning
Other spaces
Workspace, Kitchen
Charming home with spacious deck and patio, washer/dryer & high-speed WiFi
8.9
Very good
·
House
·
4 br
·
Sleeps 6
·
Outdoor Space · On Site Laundry · Beach ·
From
$125/nightProperty
House · 4 Beds · 2 baths
Amenities
On Site Laundry
Beach
Dishwasher
In Unit Laundry
Furnished
Oven
Air Conditioning
Other spaces
Kitchen
Serene home near downtown with furnished deck - walk to Ridgevale Beach
9
Excellent
·
House
·
4 br
·
Sleeps 8
·
On Site Laundry · Beach · Dishwasher ·
From
$271/nightProperty
House · 4 Beds · 2 baths
Amenities
On Site Laundry
Beach
Dishwasher
Wifi
In Unit Laundry
Furnished
Oven
Air Conditioning
Other spaces
Kitchen
Walk to Beach - Updated West Harwich Beach Haven
10
Excellent
·
House
·
3 br
·
Sleeps 8
·
Assigned Parking · Hardwood Floor · Beach ·
From
$325/nightProperty
House · 3 Beds · 2 baths
Amenities
Assigned Parking
Hardwood Floor
Beach
Dishwasher
Wifi
In Unit Laundry
Furnished
Oven
Other spaces
Kitchen
Compass Rose Cottage ★ Steps to Flax Pond & Nature Trails ★ Kayaks
9.8
Excellent
·
Apartment
·
2 br
·
Sleeps 4
·
Outdoor Space · Fitness Center · Wifi ·
From
$197/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
Fitness Center
Wifi
In Unit Laundry
Furnished
Oven
Air Conditioning
Swimming Pool
Residents Lounge
Other spaces
Kitchen
16647: 5-Mins to Forest Beach, Dog Friendly, Outdoor Shower, Backyard w/ Deck, Patio & Fire Pit!
9
Excellent
·
House
·
3 br
·
Sleeps 6
·
Ceiling Fan · Pool · Lake ·
From
$319/nightProperty
House · 3 Beds · 2 baths
Amenities
Ceiling Fan
Pool
Lake
Waterfront
Fireplace
Beach
Dishwasher
Wifi
Other spaces
Kitchen
16622: Private, Newly Renovated, Modern, Deeded Pond Access, Walk to Main Street!
9.9
Excellent
·
House
·
4 br
·
Sleeps 10
·
Lake · Waterfront · Fireplace ·
From
$332/nightProperty
House · 4 Beds · 2 baths
Amenities
Lake
Waterfront
Fireplace
Beach
Dishwasher
Wifi
In Unit Laundry
Furnished
Other spaces
Kitchen
17741: 5 Min. From Earle Rd. Beach, with Sunroom, Firepit and Outdoor Shower!
No reviews
·
House
·
3 br
·
Sleeps 7
·
Lake · Waterfront · Fitness Center ·
From
$181/nightProperty
House · 3 Beds · 2 baths
Amenities
Lake
Waterfront
Fitness Center
Fireplace
Beach
Dishwasher
Wifi
In Unit Laundry
Other spaces
Kitchen
Renovated beach cottage with private stairs to association beach across the road
No reviews
·
House
·
3 br
·
Sleeps 6
·
On Site Laundry · Waterfront · Beach ·
From
$352/nightProperty
House · 3 Beds · 1 bath
Amenities
On Site Laundry
Waterfront
Beach
Wifi
In Unit Laundry
Furnished
Air Conditioning
Other spaces
Kitchen
Cape Cottage with Nauset Beach and Mill Pond Access
No reviews
·
Apartment
·
3 br
·
Ceiling Fan · Wifi · In Unit Laundry ·
From
$284/nightProperty
Apartment · 3 Beds · 1 bath
Amenities
Ceiling Fan
Wifi
In Unit Laundry
Furnished
Air Conditioning
Other spaces
Kitchen
Showing 1 - 50 of 2,779 results
Updated: March 27, 2023
Learn about vacation rentals in
Chatham
Explore 2779 vacation rentals near Chatham, Massachusetts. This beach community has lots to offer from sandy beaches to the blue ocean. Use our interactive map to locate Chatham properties on the beach or more inland. Whether you’re looking for a nightly stay, weekend getaway, or week long vacation, we’ve got you covered. Use the date filters at the top to select your travel dates and view availability. The lowest vacation rental price near Chatham is $114 per night and goes up to as much as $1,517 per night.
222 of the vacation rentals near Chatham are
apartments or condos. The average bathroom count for this property type is 3. The median price for these vacation
units is $329 per night. There are
currently 163 vacation units under this
price. 2261 of the vacation rentals near Chatham are houses.
The average bathroom count for a vacation house near Chatham is
3. The average price for vacation houses near Chatham is $487 per night. There are 1568 vacation homes under this price. The most common
amenities for vacation rentals near Chatham are: furnished, kitchen, and air conditioning. To find vacation properties that might be a good option for large groups or families, use our filters for bedroom count, bathroom count and more.
1 bed rentals
185 available
2 bed rentals
562 available
3 bed rentals
1008 available
4+ bed rentals
970 available
Getting around Chatham
Walking
4/10
Fewer daily needs are within walking distance (unless you’re up for a challenge).
Car
9/10
Commuting is easy with multiple accessible routes and plenty of parking.
Transit
1/10
FYI, there are little to no public transit options within walking distance.
Points of interest in Chatham
Groceries
4/10
At least one grocery store within a 30-minute walk
Shopping
3/10
Some shops within walking distance
Cafes
3/10
Few or no cafés within walking distance
Restaurants
4/10
Some restaurants within walking distance
Nightlife
2/10
Few or no bars within walking distance
Chatham Vacation Rentals FAQ
How many Chatham vacation rentals are available?
As of March 27, 2023, there are 2779 Chatham vacation rentals available. Use the filters on Vacations by Zumper to find your next Chatham vacation spot.
Are there vacation rentals near Chatham that have more than 2 bedrooms?
Currently, there are 2540 vacation rentals near Chatham that have more than 2 bedrooms. Check each listing to view photos, pricing, and amenities, and contact the listing manager to begin your next vacation today.
How many Chatham vacation rentals have internet access?
There are currently 2441 Chatham vacation rentals that have internet access. See a full list of property features, photos, pricing, and check availability today.
How many vacation rentals near Chatham have more than 1 bathroom?
Right now, there are 2765 vacation rentals near Chatham that have more than 1 bathroom. View vacation spots and check availability for different properties today.
Are there any pet friendly Chatham vacation rentals?
As of March 27, 2023, there are 729 pet friendly vacation rentals near Chatham. Pet friendly rental policies are managed by the owner. We recommend contacting the listing agent for dog, cat, and other pet policies.
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