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

Vacation rentals in Chatham

Browse 1,137 available vacation homes and compared across 11 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+

  • Services

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

  • Accommodation type

    • 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 1,131 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Chatham
House ∙ 10 guests ∙ 4 bedrooms

Child-friendly house with garden, terrace & grill | Nature view | Beach nearby | Suitable for remote work

Chatham, Barnstable County, Massachusetts, United States
This South Chatham house rental offers beach access, a kitchen, a fireplace, and a yard, perfect for family gatherings of 10.
from $801
per night
Outstanding(17 ratings)
from $801
per night
View deal
House Chatham
House ∙ 8 guests ∙ 4 bedrooms

Family-friendly charming vacation home

Chatham, Barnstable County, Massachusetts, United States
This West Chatham house rental for 8 features a fireplace, family-friendly amenities, and convenient parking for a perfect getaway.
from $426
per night
Outstanding(23 ratings)
from $426
per night
View deal
House Chatham
House ∙ 6 guests ∙ 3 bedrooms

House with terrace | Nature view

Chatham, Barnstable County, Massachusetts, United States
This waterfront house rental in West Chatham features a kitchen, parking, and pet-friendly space for up to six guests.
from $309
per night
Very good(96 ratings)
from $309
per night
View deal
Cabin Chatham
Cabin ∙ 6 guests ∙ 3 bedrooms

Cottage with patio, yard & BBQ

Chatham, Barnstable County, Massachusetts, United States
This family-friendly cabin in West Chatham features a kitchen, yard, and parking, perfect for a memorable getaway with up to six guests.
from $408
per night
Outstanding(98 ratings)
from $408
per night
View deal
House Chatham
House ∙ 7 guests ∙ 3 bedrooms

Vacation home with patio & BBQ

Chatham, Barnstable County, Massachusetts, United States
This South Chatham house rental offers beach access, a kitchen, a spa, and space for events, perfect for family getaways.
from $537
per night
Outstanding(35 ratings)
from $537
per night
View deal
House Chatham
House ∙ 21 guests ∙ 9 bedrooms

Vacation home with yard, private pool & grill | City view

Chatham, Barnstable County, Massachusetts, United States
This Chatham house rental features a private heated pool, hot tub, and ample space for 21 guests, perfect for family gatherings.
from $1,860
per night
Outstanding(61 ratings)
from $1,860
per night
View deal
House Chatham
House ∙ 10 guests ∙ 4 bedrooms

Family-oriented wonderful house with patio, barbeque & garden | City view | Next to the beach | Pets are welcome

Chatham, Barnstable County, Massachusetts, United States
This waterfront house rental in West Chatham features a yard, kitchen, and parking, perfect for family gatherings and pets.
from $659
per night
Outstanding(51 ratings)
from $659
per night
View deal
House Chatham
House ∙ 8 guests ∙ 4 bedrooms

Vacation home with yard, terrace & BBQ

Chatham, Barnstable County, Massachusetts, United States
This Chatham house rental offers a yard, kitchen, and parking, accommodating up to 8 guests and welcoming pets for a perfect getaway.
from $412
per night
Very good(37 ratings)
from $412
per night
View deal
House Chatham
House ∙ 8 guests ∙ 4 bedrooms

Fully equipped spacious house with garden, terrace & barbecue | 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 $326
per night
Outstanding(2 ratings)
from $326
per night
View deal
House Chatham
House ∙ 14 guests ∙ 7 bedrooms

House with BBQ, terrace & garden | City view

Chatham, Barnstable County, Massachusetts, United States
This waterfront house rental in West Chatham features a kitchen, fireplace, and a yard, perfect for family gatherings with pets.
from $1,177
per night
Outstanding(74 ratings)
from $1,177
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 $518
per night
Outstanding(87 ratings)
from $518
per night
View deal
House Chatham
House ∙ 10 guests ∙ 4 bedrooms

House with grill & patio | Beach view

Chatham, Barnstable County, Massachusetts, United States
This Chatham house rental offers beach access, a sea view, a fireplace, and space for 10, perfect for family gatherings or events.
from $507
per night
Outstanding(24 ratings)
from $507
per night
View deal
House Chatham
House ∙ 4 guests ∙ 2 bedrooms

Child-friendly big house with grill & patio

Chatham, Barnstable County, Massachusetts, United States
This house rental in Chatham features a spa, kitchen, and family-friendly amenities, perfect for events and accommodating four guests.
from $277
per night
Outstanding(6 ratings)
from $277
per night
View deal
House Chatham
House ∙ 4 guests ∙ 2 bedrooms

Vacation home with barbecue & patio

Chatham, Barnstable County, Massachusetts, United States
This West Chatham house rental invites up to four guests to unwind with easy access to beaches and local attractions.
from $371
per night
Outstanding(2 ratings)
from $371
per night
View deal
House Chatham
House ∙ 6 guests ∙ 3 bedrooms

Pleasant vacation home with terrace, garden & grill

Chatham, Barnstable County, Massachusetts, United States
This Chatham house rental features a kitchen, yard, and parking, perfect for a vacation with family or friends.
from $339
per night
Outstanding(38 ratings)
from $339
per night
View deal

Vacation homes and rentals with a yard

House Chatham
from $488
per night
House ∙ 10 guests ∙ 5 bedrooms

House with yard, patio & barbeque

4.5
Excellent(22 ratings)
Chatham, Barnstable County, Massachusetts, United States
Yard
View deal
House Chatham
from $490
per night
House ∙ 6 guests ∙ 3 bedrooms

House with yard, patio & BBQ

4.5
Excellent(18 ratings)
Chatham, Barnstable County, Massachusetts, United States
Yard
View deal
House Chatham
from $247
per night
House ∙ 6 guests ∙ 3 bedrooms

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

4.9
Outstanding(76 ratings)
Chatham, Barnstable County, Massachusetts, United States
Yard
View deal
See all offers

Vacation rentals and apartments with air conditioning

House Chatham
from $424
per night
House ∙ 8 guests ∙ 3 bedrooms

Family-oriented vacation home with garden & barbeque | Pet-friendly

5.0
Outstanding(2 ratings)
Chatham, Barnstable County, Massachusetts, United States
Air conditioning
View deal
House Chatham
from $373
per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with grill & patio

4.7
Excellent(7 ratings)
Chatham, Barnstable County, Massachusetts, United States
Air conditioning
View deal
House Chatham
from $725
per night
House ∙ 10 guests ∙ 4 bedrooms

House with grill & terrace | Nature view

4.8
Outstanding(5 ratings)
Chatham, Barnstable County, Massachusetts, United States
Air conditioning
View deal
See all offers

Vacation rentals with a balcony

House Chatham
from $830
per night
House ∙ 14 guests ∙ 6 bedrooms

Vacation home with BBQ & yard

5.0
Outstanding(41 ratings)
Chatham, Barnstable County, Massachusetts, United States
Balcony
View deal
House Chatham
from $267
per night
House ∙ 6 guests ∙ 2 bedrooms

Fully equipped house with garden & BBQ

4.9
Outstanding(16 ratings)
Chatham, Barnstable County, Massachusetts, United States
Balcony
View deal
House Chatham
from $389
per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation home with terrace & BBQ | Lake view

5.0
Outstanding(10 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

House Chatham
from $917
per night
House ∙ 8 guests ∙ 3 bedrooms

Children-friendly charming house with barbeque & patio | Water view | Close to the beach | Pets are welcome

4.6
Excellent(9 ratings)
Chatham, Barnstable County, Massachusetts, United States
View deal
House Chatham
from $543
per night
House ∙ 8 guests ∙ 4 bedrooms

House | Dogs allowed

Chatham, Barnstable County, Massachusetts, United States
View deal
House Chatham
from $393
per night
House ∙ 6 guests ∙ 3 bedrooms

House with terrace, garden & barbeque

4.9
Outstanding(38 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 $1,099
per night
House ∙ 12 guests ∙ 4 bedrooms

Vacation home with terrace

4.8
Outstanding(16 ratings)
Chatham, Barnstable County, Massachusetts, United States
View deal
House Chatham
from $781
per night
House ∙ 8 guests ∙ 2 bedrooms

Children-friendly big house with terrace, barbecue & pool | Nature view

5.0
Outstanding(12 ratings)
Chatham, Barnstable County, Massachusetts, United States
View deal
House Chatham
from $835
per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with garden, grill & private pool

4.7
Excellent(6 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, $984. 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 1,131 rentals
💳 Possible discounts up to 12%
🌙 Nightly prices starting at $246
⭐ Popular amenities Pets allowed, Internet and Air conditioning
🐾 Pet friendly homes 385 homes
🏊 Vacation rentals with pools 218 homes
2 reviews
Chatham vacation rentals have an average rating of 5/5 on 2 reviews left by travelers.

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 $1,021 per night. Cottages in Chatham cost $561 per night on average.

How many vacation rentals are available for booking in Chatham?

There are 1,131 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 218 vacation homes across 11 providers in Chatham.

Are pets allowed in vacation rentals in Chatham?

Sure, currently there are 385 vacation rentals in Chatham that allow pets , with an average rate of $984 per night.

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