Vacation rentals in Chatham - HomeToGo base64Hash Vacation rentals in Chatham - HomeToGo

Vacation rentals in Chatham

Browse 989 available vacation homes and compared across 9 trusted partners
Anytime
Guests
Anytime
Guests

  • Price per night

    • Up to $100
    • $100 - $199
    • From $200

  • Accommodation types

    • Condo
    • House
    • Apartment

  • Distance to center

    • 1 mi
    • 2 mi
    • 3 mi

  • Rating

    • 4.5+
    • 4+

  • Popular amenities

    • WiFi
    • Air conditioning
    • TV
    • Washing machine
    • Kitchen
    • Balcony/patio
    • Yard
    • Dishwasher
    • Microwave
    • Parking
    • Pool
    • Sauna
    • Fireplace
    • Crib
    • Hot tub
    Show more

  • Other Services

    • Pet-friendly
    • Wheelchair access
    • No pets
    • No smoking

  • Activities

    • Grill
    • Fishing

Top 15 most Recommended Vacation Rentals in Chatham

Discover your ideal Chatham vacation rental with real-time comparisons of 989 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Chatham
House ∙ 10 guests ∙ 4 bedrooms

House with yard, barbecue & patio | Lake view | Good for workation

Chatham, Barnstable County, Massachusetts, United States
This Chatham house rental offers a fireplace, kitchen, yard, and lakeview, perfect for families and accommodating up to 10 guests.
from $869
per night
Outstanding(51 ratings)
from $869
per night
View deal
House Chatham
House ∙ 8 guests ∙ 3 bedrooms

House with garden, grill & patio | Good for workation

Chatham, Barnstable County, Massachusetts, United States
This house rental in Chatham features a kitchen, fireplace, and yard, accommodating up to 8 guests with pet-friendly amenities.
from $603
per night
Outstanding(31 ratings)
from $603
per night
View deal
House Chatham
House ∙ 8 guests ∙ 3 bedrooms

Children-friendly spacious house with grill & patio | City view | Dogs allowed

Chatham, Barnstable County, Massachusetts, United States
This West Chatham house rental offers beach access, a spa, and ample space for 8, perfect for family gatherings and events.
from $459
per night
Outstanding(55 ratings)
from $459
per night
View deal
Cabin Chatham
Cabin ∙ 4 guests ∙ 1 bedroom

Family-oriented beautiful cottage with barbeque | Water view | Pets allowed

Chatham, Barnstable County, Massachusetts, United States
This Chatham cabin offers beach access, a spa, and sea views, perfect for families and events, with room for four and pets welcome.
from $255
per night
Outstanding(52 ratings)
from $255
per night
View deal
House Chatham
House ∙ 8 guests ∙ 4 bedrooms

Fully equipped spacious house with garden, terrace & barbecue | Perfect for remote work | Pet-friendly

Chatham, Barnstable County, Massachusetts, United States
This house rental in North Chatham features a kitchen, yard, balcony, and parking, accommodating up to 8 guests and pets.
from $313
per night
Excellent(4 ratings)
from $313
per night
View deal
House Chatham
House ∙ 10 guests ∙ 5 bedrooms

House with terrace, barbecue & yard

Chatham, Barnstable County, Massachusetts, United States
This Chatham house rental offers a yard, fireplace, and kitchen, making it perfect for families and pets to enjoy together.
from $884
per night
Outstanding(38 ratings)
from $884
per night
View deal
House Chatham
House ∙ 8 guests ∙ 4 bedrooms

House | Dogs allowed

Chatham, Barnstable County, Massachusetts, United States
This waterfront house rental in West Chatham offers parking and pet-friendly accommodations for up to eight guests.
from $496
per night
from $496
per night
View deal
House Chatham
House ∙ 10 guests ∙ 5 bedrooms

Family-oriented pleasant vacation home with garden, terrace & BBQ | City view | Next to the beach | Pet-friendly

Chatham, Barnstable County, Massachusetts, United States
This Chatham house rental accommodates 10 with a yard, balcony, kitchen, and easy access for pets and parking.
from $424
per night
Outstanding(88 ratings)
from $424
per night
View deal
House Chatham
House ∙ 6 guests ∙ 3 bedrooms

Child-friendly pleasant vacation home with patio, garden & barbecue

Chatham, Barnstable County, Massachusetts, United States
This South Chatham house rental features a fireplace, kitchen, yard, and parking, perfect for family getaways with up to 6 guests.
from $246
per night
Outstanding(78 ratings)
from $246
per night
View deal
House Chatham
House ∙ 10 guests ∙ 5 bedrooms

Family-oriented vacation home with patio, yard & BBQ | City view | Beach nearby | Pets allowed

Chatham, Barnstable County, Massachusetts, United States
This Chatham house rental features a yard, balcony, and kitchen, accommodating up to 10 guests and welcoming pets.
from $809
per night
Outstanding(51 ratings)
from $809
per night
View deal
House Chatham
House ∙ 6 guests ∙ 3 bedrooms

Children-friendly vacation home with terrace, grill & yard | City view

Chatham, Barnstable County, Massachusetts, United States
This West Chatham house rental offers a yard, kitchen, and parking, perfect for families seeking a memorable getaway.
from $251
per night
Excellent(28 ratings)
from $251
per night
View deal
House Chatham
House ∙ 8 guests ∙ 4 bedrooms

Fully equipped vacation home with patio, garden & BBQ | Lake view

Chatham, Barnstable County, Massachusetts, United States
This waterfront house in Chatham offers a lakeview, kitchen, fireplace, and yard, perfect for up to 8 guests.
from $761
per night
Outstanding(13 ratings)
from $761
per night
View deal
House Chatham
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with barbeque & terrace | Nature view

Chatham, Barnstable County, Massachusetts, United States
This house rental in Chatham offers a fireplace, a kitchen, and parking, perfect for families of up to 10 seeking adventure.
from $905
per night
Outstanding(32 ratings)
from $905
per night
View deal
House Chatham
House ∙ 11 guests ∙ 5 bedrooms

Family-friendly vacation home with terrace, BBQ & yard | Close to the beach

Chatham, Barnstable County, Massachusetts, United States
This South Chatham house rental accommodates 11 guests and features a fireplace, kitchen, yard, and convenient parking.
from $1,145
per night
Outstanding(25 ratings)
from $1,145
per night
View deal
House Chatham
House ∙ 6 guests ∙ 3 bedrooms

Family-oriented beautiful house with BBQ, patio & yard | Nature view | Beach nearby

Chatham, Barnstable County, Massachusetts, United States
This waterfront house rental in Chatham features a kitchen, family-friendly yard, beach access, and parking for a perfect getaway.
from $606
per night
Outstanding(48 ratings)
from $606
per night
View deal

Vacation Houses With Pools

House Chatham
from $1,627
per night
House ∙ 14 guests ∙ 6 bedrooms

Child-friendly house with hot tub, terrace & private pool | City view | Close to the beach | Pet-friendly

4.9
Outstanding(46 ratings)
Chatham, Barnstable County, Massachusetts, United States
Pool
View deal
House Chatham
from $1,259
per night
House ∙ 12 guests ∙ 5 bedrooms

Children-friendly vacation home with private pool, garden & jacuzzi | Nature view | Close to the beach | Good for workation

5.0
Outstanding(53 ratings)
Chatham, Barnstable County, Massachusetts, United States
Pool
View deal
House Chatham
from $721
per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with garden, grill & private pool | Nature view

4.8
Outstanding(7 ratings)
Chatham, Barnstable County, Massachusetts, United States
Pool
View deal
See all offers

Dog-Friendly Vacation Rentals

House Chatham
from $522
per night
House ∙ 6 guests ∙ 3 bedrooms

House with terrace, garden & BBQ | City view

4.5
Excellent(18 ratings)
Chatham, Barnstable County, Massachusetts, United States
Pet-friendly
View deal
Condo Chatham
from $226
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with yard & grill

4.9
Outstanding(64 ratings)
Chatham, Barnstable County, Massachusetts, United States
Pet-friendly
View deal
House Chatham
from $422
per night
House ∙ 10 guests ∙ 5 bedrooms

Family-oriented house with barbecue, terrace & yard | City view | Pet-friendly

4.9
Outstanding(85 ratings)
Chatham, Barnstable County, Massachusetts, United States
Pet-friendly
View deal
See all offers

Vacation rentals with a balcony

House Chatham
from $543
per night
House ∙ 12 guests ∙ 4 bedrooms

House with BBQ, yard & terrace

5.0
Outstanding(6 ratings)
Chatham, Barnstable County, Massachusetts, United States
Balcony
View deal
House Chatham
from $2,714
per night
House ∙ 18 guests ∙ 8 bedrooms

Children-friendly pleasant house with patio, yard & grill | Nature view | Next to the beach | Perfect for remote work

5.0
Outstanding(62 ratings)
Chatham, Barnstable County, Massachusetts, United States
Balcony
View deal
House Chatham
from $266
per night
House ∙ 7 guests ∙ 3 bedrooms

House with BBQ & yard

4.7
Excellent(12 ratings)
Chatham, Barnstable County, Massachusetts, United States
Balcony
View deal
See all offers

Budget-friendly rental options

Enjoy affordable vacation rentals in Chatham offering exceptional value for money

Condo Chatham
from $347
per night
Condo ∙ 4 guests ∙ 1 bedroom

Children-friendly condo with grill & patio | City view

5.0
Outstanding(47 ratings)
Chatham, Barnstable County, Massachusetts, United States
View deal
Cabin Chatham
from $353
per night
Cabin ∙ 6 guests ∙ 3 bedrooms

Cottage with patio, yard & BBQ

5.0
Outstanding(101 ratings)
Chatham, Barnstable County, Massachusetts, United States
View deal
House Chatham
from $699
per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with grill & patio

4.8
Outstanding(5 ratings)
Chatham, Barnstable County, Massachusetts, United States
View deal

Top-Rated Vacation rentals in Chatham

Book the highest-rated Chatham vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

House Chatham
from $360
per night
House ∙ 10 guests ∙ 4 bedrooms

Family-oriented vacation home with patio, BBQ & yard | Pets are welcome

5.0
Outstanding(137 ratings)
Chatham, Barnstable County, Massachusetts, United States
View deal
House Chatham
from $584
per night
House ∙ 10 guests ∙ 5 bedrooms

House with terrace, barbeque & yard | City view

5.0
Outstanding(116 ratings)
Chatham, Barnstable County, Massachusetts, United States
View deal
House Chatham
from $1,392
per night
House ∙ 18 guests ∙ 8 bedrooms

Children-friendly ample house with terrace & barbecue | City view | Close to the beach | Pets allowed

5.0
Outstanding(97 ratings)
Chatham, Barnstable County, Massachusetts, United States
View deal

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Popular Features & Amenities in Chatham

  • Pet-friendly (353)
  • WiFi (1,021)
  • Air conditioning (1,000)
  • TV (1,019)
  • Washing machine (799)
  • Grill (764)
  • Kitchen (843)
  • Balcony/patio (474)
  • Yard (558)
  • Dishwasher (706)
  • Microwave (819)
  • Parking (80)

One-third of the vacation rentals in Chatham allow pets, which makes it the perfect vacation destination for pet owners. Apartment rental are the most pet-friendly property type in Chatham. Also, a night in a pet-friendly property there is, on average, $1,034. You will also find different rental options if you would like to rent near the city center, as a few of the pet-friendly accommodations are less than 2 mile away from the center of the city (0).

Book a summer vacation rental in Chatham for family fun

Chatham encompasses the sights and sounds of a Cape Cod summer, offering a classic family getaway in one of the most desirable destinations on the Cape. Visitors surge to the town each summer in search of sun, sea and the timeless ambience of the shops and eateries. Chatham boasts a wide array of highlights, such as its classic lighthouse, sandy beaches, wildlife refuges and museums. There is so much to see, so book your summer vacation home now.

Where are the unique attractions in Chatham?

Activities along the Cape

The lighthouse is an iconic destination in Chatham, offering memorable ocean views, but you can also enjoy a day in the sun at the beach or hike the Monomoy National Wildlife Refuge to see birds and aquatic life. If you are drawn to history, stop by the Atwood House & Museum or Chatham Marconi Maritime Center. Be sure to catch a show at the Orpheum Theater.

Information about vacation rentals in Chatham

🏡 Vacation rentals available 989 rentals
💳 Possible discounts up to 12%
🌙 Nightly prices starting at $246
⭐ Popular amenities Pets allowed, Internet and Air conditioning
🐾 Pet friendly homes 325 homes
🏊 Vacation rentals with pools 203 homes

Frequently Asked Questions

What is the typical nightly price for a vacation rental in Chatham?

Prices for vacation rentals in Chatham start from $246 per night. Average prices for house rentals are $1,053 per night. Cottages in Chatham cost $537 per night on average.

How many vacation rentals are available for booking in Chatham?

There are 989 vacation homes available for booking for your next trip.

What amenities are most popular for vacation homes in Chatham?

Usually travelers look for Internet, Pets allowed, and Air conditioning when booking a vacation rental in Chatham.

How many vacation homes with pools are there in Chatham?

There are 203 vacation homes across 9 providers in Chatham.

Are pets allowed in vacation rentals in Chatham?

Sure, currently there are 325 vacation rentals in Chatham that allow pets , with an average rate of $1,034 per night.

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