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

Vacation rentals in Chatham

Browse 1,065 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

    • 2 mi
    • 3 mi
    • Any

  • 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 1,065 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

Condo Chatham
Condo ∙ 4 guests ∙ 1 bedroom

Children-friendly condo with grill & patio

Chatham, Barnstable County, Massachusetts, United States
This North Chatham condo offers beach access, a kitchen, and wellness facilities, perfect for families and events alike.
from $294
per night
Outstanding(44 ratings)
from $294
per night
View deal
House Chatham
House ∙ 8 guests ∙ 3 bedrooms

Family-oriented spacious vacation home with barbeque, garden & terrace | Suitable for remote work | Pet-friendly

Chatham, Barnstable County, Massachusetts, United States
This house rental in West Chatham offers beach access, a yard, and space for 8, perfect for families and events alike.
from $824
per night
Outstanding(14 ratings)
from $824
per night
View deal
Condo Chatham
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with terrace | City view | Suitable for remote work

Chatham, Barnstable County, Massachusetts, United States
This North Chatham condo features a kitchen and parking, perfectly accommodating up to four guests for a memorable getaway.
from $232
per night
Outstanding(45 ratings)
from $232
per night
View deal
House Chatham
House ∙ 8 guests ∙ 4 bedrooms

House with patio, grill & yard | Perfect for remote work

Chatham, Barnstable County, Massachusetts, United States
This South Chatham house rental features a yard, kitchen, and parking, welcoming families and pets for a memorable getaway.
from $486
per night
Outstanding(54 ratings)
from $486
per night
View deal
House Chatham
House ∙ 8 guests ∙ 3 bedrooms

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

Chatham, Barnstable County, Massachusetts, United States
This house rental in Chatham features a yard, fireplace, and kitchen, making it perfect for families and pet-friendly getaways.
from $218
per night
Outstanding(2 ratings)
from $218
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 $331
per night
Outstanding(38 ratings)
from $331
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 $231
per night
Outstanding(76 ratings)
from $231
per night
View deal
House Chatham
House ∙ 10 guests ∙ 4 bedrooms

Family-oriented big vacation home with BBQ, garden & terrace

Chatham, Barnstable County, Massachusetts, United States
This Chatham house rental features a fireplace, kitchen, balcony, and parking, perfect for families of up to 10.
from $1,039
per night
Outstanding(9 ratings)
from $1,039
per night
View deal
House Chatham
House ∙ 12 guests ∙ 6 bedrooms

Family-oriented beautiful house with yard, BBQ & terrace | Nature view | Suitable for remote work | Dogs allowed

Chatham, Barnstable County, Massachusetts, United States
This waterfront house in Chatham features a yard, fireplace, and kitchen, perfect for family gatherings with pets welcome.
from $756
per night
Outstanding(4 ratings)
from $756
per night
View deal
House Chatham
House ∙ 10 guests ∙ 5 bedrooms

House with terrace, barbeque & yard | Nature view

Chatham, Barnstable County, Massachusetts, United States
This waterfront house rental in West Chatham features a fireplace, kitchen, yard, and parking, perfect for family gatherings of 10.
from $582
per night
Outstanding(112 ratings)
from $582
per night
View deal
House Chatham
House ∙ 12 guests ∙ 5 bedrooms

Vacation home with grill, patio & garden | Nature view

Chatham, Barnstable County, Massachusetts, United States
This Chatham house rental accommodates 12 with a kitchen, yard, balcony, and parking, perfect for family gatherings.
from $483
per night
Outstanding(67 ratings)
from $483
per night
View deal
Cabin Chatham
Cabin ∙ 7 guests ∙ 3 bedrooms

Children-friendly cottage with BBQ & garden | Beach nearby

Chatham, Barnstable County, Massachusetts, United States
This cozy cabin in Chatham features a fireplace, a kitchen, and a yard, accommodating up to seven guests for a perfect getaway.
from $655
per night
Outstanding(40 ratings)
from $655
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 $649
per night
Outstanding(24 ratings)
from $649
per night
View deal
House Chatham
House ∙ 8 guests ∙ 4 bedrooms

Children-friendly pleasant vacation home with grill, patio & garden | Good for workation

Chatham, Barnstable County, Massachusetts, United States
This house rental in Chatham features a fireplace, kitchen, yard, and parking, perfect for an unforgettable family getaway.
from $164
per night
Outstanding(24 ratings)
from $164
per night
View deal
House Chatham
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with grill & patio

Chatham, Barnstable County, Massachusetts, United States
This house rental in Chatham features a kitchen, parking, and ample space for 10, making it perfect for family gatherings and events.
from $384
per night
Excellent(7 ratings)
from $384
per night
View deal

Vacation rentals and apartments with air conditioning

House Chatham
from $370
per night
House ∙ 8 guests ∙ 3 bedrooms

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

4.9
Outstanding(55 ratings)
Chatham, Barnstable County, Massachusetts, United States
Air conditioning
View deal
House Chatham
from $288
per night
House ∙ 4 guests ∙ 2 bedrooms

Child-friendly big house with grill & patio

5.0
Outstanding(6 ratings)
Chatham, Barnstable County, Massachusetts, United States
Air conditioning
View deal
House Chatham
from $591
per night
House ∙ 7 guests ∙ 3 bedrooms

Vacation home with patio & BBQ

5.0
Outstanding(35 ratings)
Chatham, Barnstable County, Massachusetts, United States
Air conditioning
View deal
See all offers

Vacation rentals with a balcony

House Chatham
from $638
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 $285
per night
House ∙ 10 guests ∙ 3 bedrooms

Family-oriented spacious house with garden, patio & BBQ | City view | Close to the beach | Dogs allowed

4.8
Outstanding(100 ratings)
Chatham, Barnstable County, Massachusetts, United States
Balcony
View deal
House Chatham
from $180
per night
House ∙ 6 guests ∙ 3 bedrooms

Family-friendly wonderful vacation home with patio & BBQ | Beach nearby | Pet-friendly

5.0
Outstanding(116 ratings)
Chatham, Barnstable County, Massachusetts, United States
Balcony
View deal
See all offers

Vacation Rentals With Fireplaces

House Chatham
from $688
per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with barbeque

5.0
Outstanding(1 rating)
Chatham, Barnstable County, Massachusetts, United States
Fireplace
View deal
House Chatham
from $364
per night
House ∙ 10 guests ∙ 4 bedrooms

Fully equipped spacious house with barbeque & terrace | Next to the beach | Perfect for remote work

4.7
Excellent(7 ratings)
Chatham, Barnstable County, Massachusetts, United States
Fireplace
View deal
House Chatham
from $398
per night
House ∙ 6 guests ∙ 2 bedrooms

House with BBQ & terrace

5.0
Outstanding(8 ratings)
Chatham, Barnstable County, Massachusetts, United States
Fireplace
View deal
See all offers

Budget-friendly rental options

Enjoy affordable vacation rentals in Chatham offering exceptional value for money

House Chatham
from $900
per night
House ∙ 10 guests ∙ 4 bedrooms

House with barbeque, hot tub & private pool | Nature view

Chatham, Barnstable County, Massachusetts, United States
View deal
Cabin Chatham
from $410
per night
Cabin ∙ 6 guests ∙ 3 bedrooms

Cottage with patio, yard & BBQ

5.0
Outstanding(98 ratings)
Chatham, Barnstable County, Massachusetts, United States
View deal
House Chatham
from $307
per night
House ∙ 6 guests ∙ 3 bedrooms

House with terrace, garden & BBQ

4.5
Excellent(18 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 $906
per night
House ∙ 11 guests ∙ 4 bedrooms

Vacation home with garden, terrace & private pool

5.0
Outstanding(22 ratings)
Chatham, Barnstable County, Massachusetts, United States
View deal
House Chatham
from $359
per night
House ∙ 8 guests ∙ 4 bedrooms

Fully equipped spacious house with garden & barbecue | Pet-friendly

5.0
Outstanding(2 ratings)
Chatham, Barnstable County, Massachusetts, United States
View deal
House Chatham
from $335
per night
House ∙ 7 guests ∙ 3 bedrooms

Family-friendly vacation home with barbecue, terrace & garden | Nature view

4.9
Outstanding(49 ratings)
Chatham, Barnstable County, Massachusetts, United States
View deal

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Verified reviews

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Trust in the quality and comfort of your stay with verified guest reviews.

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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, $982. 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 1,058 rentals
💳 Possible discounts up to 12%
🌙 Nightly prices starting at $219
⭐ Popular amenities Pets allowed, Internet and Air conditioning
🐾 Pet friendly homes 345 homes
🏊 Vacation rentals with pools 207 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 $219 per night. Average prices for house rentals are $1,011 per night. Cottages in Chatham cost $510 per night on average.

How many vacation rentals are available for booking in Chatham?

There are 1,058 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 207 vacation homes across 11 providers in Chatham.

Are pets allowed in vacation rentals in Chatham?

Sure, currently there are 345 vacation rentals in Chatham that allow pets , with an average rate of $982 per night.

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