Chatham Vacation Rentals With Beach

Top-Rated Vacation Rentals in Chatham, MA

Book a vacation rental in Chatham that has the highest visitor rating. Here are 6 of the best vacation rentals in Chatham.
3-Bedroom Oceanfront Cottage with Private Beach
10

Excellent

·
·
3 br
·
Sleeps 8
·
Beach · Roof Deck · Residents Lounge ·
From
$663/night
Check availability
Property
Apartment · 3 Beds · 1 bath
Amenities
Beach
Roof Deck
Residents Lounge
Ocean
Waterfront
Wifi
Furnished
Oven
Other spaces
Kitchen
Price drop
Only 400 steps to beautiful beaches!
10

Excellent

·
·
2 br
·
Sleeps 5
·
Furnished · Wifi · Outdoor Space ·
From
$235/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
Furnished
Wifi
Air Conditioning
Beach
Oven
Other spaces
Kitchen
Price drop
Beachfront Condo Overlooking Cape Cod Bay!
10

Excellent

·
·
3 br
·
Sleeps 6
·
Balcony · Furnished · Outdoor Space ·
From
$553/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Furnished
Oven
Dishwasher
Fireplace
Air Conditioning
Beach
Package Service
On Site Laundry
Other spaces
Balcony, Kitchen
Summer Ocean Escapes
9

Excellent

·
·
1 br
·
Sleeps 6
·
Kitchen · On Site Laundry · Oven ·
From
$375/night
Check availability
Property
Apartment · 1 Bed · 2 baths
Amenities
On Site Laundry
Oven
Air Conditioning
Dishwasher
Furnished
Beach
Waterfront
Ocean
Other spaces
Kitchen
Hideaway Near The Bay
9

Excellent

·
·
2 br
·
Sleeps 4
·
Furnished · Air Conditioning · Swimming Pool ·
From
$302/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Furnished
Air Conditioning
Swimming Pool
On Site Laundry
Oven
Beach
Wifi
Other spaces
Kitchen
Kingfisher Oceanside
8.8

Very good

·
·
1 br
·
Sleeps 6
·
Pool · Wifi · Ocean ·
From
$542/night
Check availability
Property
Hotel · 1 Bed
Amenities
Pool
Wifi
Ocean
Free Parking
On Site Laundry
Beach
Waterfront
Hardwood Floor

Our Recommended Vacation Rentals in Chatham, MA

We analyzed vacation rentals in Chatham from many property providers including but not limited to VRBO, Booking.com, Evolve, Blueground and more. We're providing our top recommended offers on the best vacation rentals in Chatham to help you find a deal for your next trip.
Bluebird Dennisport
7.9

Very good

·
·
1 br
·
Sleeps 4
·
Furnished · Residents Lounge · Assigned Parking ·
From
$286/night
Check availability
Property
Hotel · 1 Bed
Amenities
Furnished
Residents Lounge
Assigned Parking
Wheelchair Accessible
Air Conditioning
Storage
On Site Laundry
Swimming Pool
Areys Pond Point

No rating

·
·
4 br
·
Sleeps 8
·
Dishwasher · Oven · Kitchen ·
From
$366/night
Check availability
Property
Apartment · 4 Beds · 2 baths
Amenities
Dishwasher
Oven
Air Conditioning
Furnished
Beach
Wifi
In Unit Laundry
On Site Laundry
Other spaces
Kitchen
Cozy Condo with Private Deck, Walk to Beach and Dining
7

Very good

·
·
2 br
·
Sleeps 6
·
Residents Lounge · Waterfront · Beach ·
From
$248/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Residents Lounge
Waterfront
Beach
Ocean
Free Parking
In Unit Laundry
Dishwasher
Business Center
Other spaces
Kitchen

Budget-Friendly Vacation Rentals in Chatham, MA

Traveling on a budget? We've got you covered. Find a great deal on a vacation rental in Chatham starting at $59. Use the price filter at the top of the page to search for more specific prices.
New August discounted rate -2 bed condo, private beach, pool, tennis, and dining
10

Excellent

·
·
2 br
·
Sleeps 4
·
Oven · Air Conditioning · Assigned Parking ·
From
$59/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Oven
Air Conditioning
Assigned Parking
Carpet
Fitness Center
Furnished
Walk In Closets
Pool
Other spaces
Kitchen
Price drop
Quaint condo near private beach access with fireplace - close to dining
10

Excellent

·
·
1 br
·
Sleeps 4
·
Beach · Fireplace · Air Conditioning ·
From
$61/night
Check availability
Property
Condo · 1 Bed · 2 baths
Amenities
Beach
Fireplace
Air Conditioning
Assigned Parking
Dishwasher
Furnished
Wifi
Roof Deck
Other spaces
Kitchen
Price drop
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
10

Excellent

·
·
2 br
·
Sleeps 4
·
Kitchen · Beach · Assigned Parking ·
From
$73/night
Check availability
Property
House · 2 Beds · 1 bath
Amenities
Beach
Assigned Parking
Furnished
Air Conditioning
On Site Laundry
Oven
Other spaces
Kitchen
Charming One bedroom Pet Friend Cottage in Eastham
6

Good

·
·
1 br
·
Sleeps 2
·
Beach · Outdoor Space · On Site Laundry ·
From
$79/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Beach
On Site Laundry
Furnished
Assigned Parking
Air Conditioning
Other spaces
Kitchen
Price drop
Completely renovated studio condominium sleeping 2!

No rating

·
·
Studio
·
Sleeps 2
·
Oven · Dishwasher · Kitchen ·
From
$86/night
Check availability
Property
Condo · Studio · 1 bath
Amenities
Oven
Dishwasher
Wifi
Fitness Center
Air Conditioning
Furnished
Beach
In Unit Laundry
Other spaces
Kitchen
Completely updated 1 bedroom condo unit-steps to a shared private beach!
10

Excellent

·
·
1 br
·
Sleeps 4
·
Kitchen · Furnished · Beach ·
From
$86/night
Check availability
Property
Condo · 1 Bed · 2 baths
Amenities
Furnished
Beach
Air Conditioning
On Site Laundry
Oven
Dishwasher
Wifi
Fitness Center
Other spaces
Kitchen

Furnished Vacation Rentals in Chatham, MA

We've collected furnished vacation rentals in Chatham so you can spend more time relaxing and enjoying your trip.
Couple's Paradise by the Sea
6.3

Good

·
·
1 br
·
Sleeps 2
·
Furnished · In Unit Laundry · Wifi ·
From
$287/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Furnished
In Unit Laundry
Wifi
Air Conditioning
On Site Laundry
Oven
Other spaces
Kitchen, Balcony
Chatham Wayside Inn
8.8

Very good

·
·
1 br
·
Sleeps 4
·
Business Center · Outdoor Space · Free Parking ·
From
$589/night
Check availability
Property
Hotel · 1 Bed
Amenities
Business Center
Free Parking
Concierge Service
Residents Lounge
Pool
Assigned Parking
Swimming Pool
Carpet
Other spaces
Workspace
Ridgevale

No rating

·
·
3 br
·
Sleeps 8
·
Oven · Furnished · Kitchen ·
From
$640/night
Check availability
Property
Apartment · 3 Beds · 4 baths
Amenities
Oven
Furnished
Air Conditioning
In Unit Laundry
On Site Laundry
Swimming Pool
Wifi
Dishwasher
Other spaces
Kitchen, Workspace

Vacation Rentals With AC and/or Heat in Chatham, MA

Whether you need air conditioning or central heating, these vacation rentals are for you.
Price drop
Elegant Orleans Home w/ Private Beach Access!
9.6

Excellent

·
·
5 br
·
Sleeps 13
·
Air Conditioning · Outdoor Space · Kitchen ·
From
$260/night
Check availability
Property
House · 5 Beds · 2 baths
Amenities
Air Conditioning
Oven
Central Heat
Microwave
Assigned Parking
Tv
Walk In Closets
Wifi
Other spaces
Kitchen, Garden, Workspace
Mid Cape Retreat: Private Way to Beach, 3 Min Walk
10

Excellent

·
·
6 br
·
Sleeps 14
·
Dishwasher · Outdoor Space · Tv ·
From
$430/night
Check availability
Property
House · 6 Beds · 4 baths
Amenities
Dishwasher
Tv
Oven
Microwave
Wifi
Assigned Parking
Ceiling Fan
Cable
Other spaces
Kitchen
Quaint Wellfleet Cottage - 2 Mi to Coastline!
8.2

Very good

·
·
2 br
·
Sleeps 5
·
Central Heat · Wifi · Kitchen ·
From
$115/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Central Heat
Wifi
Assigned Parking
Air Conditioning
Oven
Toiletries
Tv
Other spaces
Kitchen, Garden
Expand your search criteria to see more vacation rentals.
Home > Destinations Vacation Rentals > Chatham Vacation Rentals > Chatham beach Vacation Rentals
Updated: September 26, 2023