- Owners / Managers
- Travelers
- List your property
- Travelers
Help
Deals
Discover
Manage your booking
$ USD

Travelers

Sign in
Join
Manage your booking
$ USD
Help
Deals

Owners

Owner login
List your property
Help

Search 105,200+ Vacation Rentals

✕

Check in

Check out

Sleeps

Adults

Children

Sleeps

Search

All Vacation Rentals

Chatham Vacation Rentals

Chatham 2-bedroom Vacation Rentals, Apartments & More - 1569 Rentals Available.

Min price

Max price

Bedrooms

Adults

Children

More Filters Fewer Filters

Air conditioning (263)
Balcony or terrace (4)
Cot available (1)
DVD player (132)
Dishwasher (292)
Fireplace (49)
Garden (4)
Grill (278)
Heated pool (3)
High Speed Internet (195)
Hot tub/Jacuzzi (7)
Private pool (10)
Sauna (1)
Swimming pool (11)
Washing machine (213)
Wi-Fi available (107)

More

Less

Apartment (1)
Condo (2)
Cottage (6)
House (304)

More

Less

Payment Protection

To book this vacation rental you need to pay through the Vacation Home Rentals website. We can’t protect your payment if you don’t pay through us. Learn more

1,569 Vacation rentals

Sort by:

Filters applied: 2+ Bedrooms

Distance calculated in a straight line, road distances may differ. Confirm exact location with the property owner/manager.

1 / 12

Ides of Marsh

Chatham Cottage

2 bedrooms 2
1 bathroom
sleeps 5 5
7 nights min

Nearest beach 0.85 mi
Ask about children
Air conditioning

Responds fast! Avg. 1 hour 19 minutes

“The cottage was located only about 1/2 mile from Cockle Cove Beach. It sits in a small private, loop road, surrounded by trees and beyond the trees is the beginnings of a salt marsh. The kitchen is very functional and there's a nice sized dining...”

- Review left on 09/30/2016

$108.00

Very Good (5 reviews)

from $108.00 / night

Book

1 / 8

Cape Cod / Chatham HISTORIC FAMILY ESTATE

South Chatham House

9 bedrooms 9
4 bathrooms
sleeps 20 20
2 nights min

Beach/lakeside relaxation
Child friendly
Air conditioning

“This house was perfect for our needs. We needed a place which felt like our home at the Cape for so many summers. We had to all be under one roof, sharing stories, memories, laughs & tears. We came to the Cape to sprinkle my husband's ashes at sea...”

- Review left on 10/07/2014

$1,450.00

Excellent (2 reviews)

from $1,450.00 / night

Inquire

1 / 57

Ridgevale Beach Chatham MA Vacation Home Rental By Owner

West Chatham House

3 bedrooms 3
2 bathrooms
sleeps 6 6
5 nights min

Child friendly
Private garden

$230.00

Excellent (7 reviews)

from $230.00 / night

Inquire

1 / 25

Unique Style Chatham Villager In Heart Of It All

Chatham House

3 bedrooms 3
2 bathrooms
sleeps 8 8
min stay varies

Ask about children
Air conditioning

“This is a wonderful home in a great Chatham location. Just a few steps to Main Street and Chatham Bars Inn. Newly renovated; equipped with everything we needed; open floor plan on 1st floor with beautifully appointed kitchen, dining area and living...”

- Review left on 11/03/2016

$325.00

Excellent (2 reviews)

from $325.00 / night

Inquire

1 / 23

Light & Bright Chatham Home, Walking Distance to Beach Linens Included : 033-C

North Chatham House

2 bedrooms 2
2 bathrooms
sleeps 4 4
min stay varies

Child friendly
Pet friendly

$250.00

from $250.00 / night

Inquire

1 / 32

#602: Make memories in this Chatham beach home within steps to Nantucket Sound!

South Chatham House

3 bedrooms 3
2 bathrooms
sleeps 6 6
min stay varies

Child friendly
Air conditioning
Pet friendly

$148.00

Excellent (1 reviews)

from $148.00 / night

Book

1 / 21

Walk to Water, Close to Beach & Chatham Center

Chatham House

4 bedrooms 4
2 bathrooms
sleeps 8 8
7 nights min

Nearest beach 2 mi
Child friendly
Air conditioning

$29.00

from $29.00 / night

Inquire

1 / 46

Waterfront 6 Bedroom with Pool and Private Dock

Chatham House

6 bedrooms 6
5 bathrooms
sleeps 11 11
7 nights min

Swimming pool
Child friendly
Air conditioning

$1,786.00

from $1,786.00 / night

Inquire

1 / 18

South Chatham Cape Cod Waterfront Vacation Rental (4963)

Chatham House

3 bedrooms 3
2 bathrooms
sleeps 10 10
7 nights min

Ask about children
Air conditioning

$400.00

from $400.00 / night

Inquire

1 / 27

PET-FRIENDLY CLOSE TO HARDINGS BEACH IN CHATHAM!

Chatham Cottage

3 bedrooms 3
2 bathrooms
sleeps 7 7
7 nights min

Ask about children
Air conditioning
Pet friendly

$243.00

from $243.00 / night

Book

1 / 30

30 Cockle Cove Chatham Cape Cod - Summer Oasis

South Chatham House

3 bedrooms 3
3 bathrooms
sleeps 9 9
min stay varies

Child friendly
Air conditioning

$286.00

from $286.00 / night

Inquire

1 / 14

7442 Bevan

Chatham House

4 bedrooms 4
sleeps 8 8
min stay varies

Ask about children
Air conditioning

$200.00

from $200.00 / night

Inquire

1 / 38

Chatham Family Compound Sleeps 16, Walk to Beach – Linens Included: 119-C

North Chatham House

8 bedrooms 8
6 bathrooms
sleeps 16 16
min stay varies

Child friendly
Pet friendly

$1,000.00

from $1,000.00 / night

Inquire

1 / 39

Spacious Custom Chatham Home Plus Guest House: 051-C

Chatham House

5 bedrooms 5
5 bathrooms
sleeps 14 14
min stay varies

Swimming pool
Child friendly

$746.00

from $746.00 / night

Inquire

1 / 42

Historic North Chatham Estate. Sleeps 20, private beach! (linens included):545-C

North Chatham House

7 bedrooms 7
5 bathrooms
sleeps 24 24
min stay varies

Child friendly

$1,100.00

from $1,100.00 / night

Inquire

1 / 26

Luxury in Chatham, Water Views, Private Beach:12-C

North Chatham House

4 bedrooms 4
3 bathrooms
sleeps 8 8
min stay varies

Child friendly

$357.00

from $357.00 / night

Inquire

1 / 31

19 Old Cart Way Chatham Cape Cod - The Rosa Rugosa

Chatham House

3 bedrooms 3
2 bathrooms
sleeps 6 6
min stay varies

Child friendly
Air conditioning

$243.00

from $243.00 / night

Inquire

1 / 32

Brand new custom built beauty in S. Chatham w/water views (linens incl); 151-C

South Chatham House

4 bedrooms 4
6 bathrooms
sleeps 9 9
min stay varies

Child friendly

$657.00

from $657.00 / night

Inquire

1 / 32

107 Heritage Lane Chatham Cape Cod -The Oyster Bed

Chatham House

3 bedrooms 3
2 bathrooms
sleeps 8 8
min stay varies

Child friendly
Air conditioning

$243.00

from $243.00 / night

Inquire

1 / 26

Chatham Cape Cod Vacation Rental (10226)

Chatham House

4 bedrooms 4
2 bathrooms
sleeps 8 8
7 nights min

Ask about children
Air conditioning

$558.00

from $558.00 / night

Inquire

1 / 17

CONDO NEXT TO COCKLE COVE BEACH IS JUST 0.9 MILES AWAY!

Chatham Apartment

2 bedrooms 2
1 bathroom
sleeps 6 6
7 nights min

Ask about children
Air conditioning

$111.00

Very Good (2 reviews)

from $111.00 / night

Book

1 / 20

South Chatham Cape Cod Vacation Rental (10394)

Chatham House

4 bedrooms 4
3 bathrooms
sleeps 6 6
7 nights min

Ask about children
Air conditioning

$515.00

from $515.00 / night

Inquire

1 / 23

New, custom built home in Chatham, walk to Ridgevale Beach, linens incl. 321-C

Chatham House

4 bedrooms 4
3 bathrooms
sleeps 8 8
min stay varies

Child friendly

$675.00

from $675.00 / night

Inquire

1 / 42

201 Main Street Chatham Cape Cod - Sandpiper

Chatham House

4 bedrooms 4
4 bathrooms
sleeps 10 10
min stay varies

Child friendly
Air conditioning
Pet friendly

$714.00

Excellent (1 reviews)

from $714.00 / night

Inquire

1 / 20

Chatham Cape Cod Vacation Rental (8233)

Chatham House

2 bedrooms 2
2 bathrooms
sleeps 5 5
7 nights min

Ask about children
Air conditioning

$472.00

from $472.00 / night

Inquire

1 / 34

180 Hardings Beach Road Chatham Cape Cod - The Cape Escape

Chatham House

4 bedrooms 4
2 bathrooms
sleeps 8 8
min stay varies

Child friendly
Air conditioning
Pet friendly

$186.00

from $186.00 / night

Inquire

1 / 19

36 Bearses By Way

Chatham House

3 bedrooms 3
3 bathrooms
sleeps 6 6
1 night min

Ask about children
Ask about pets

$528.00

from $528.00 / night

Inquire

1 / 17

Chatham Cape Cod Vacation Rental (4489)

Chatham House

4 bedrooms 4
3 bathrooms
sleeps 10 10
7 nights min

Ask about children
Air conditioning

$386.00

from $386.00 / night

Inquire

1 / 32

47 Little Beach Road Chatham Cape Cod - Seashell Beach Cottage

Chatham House

2 bedrooms 2
1 bathroom
sleeps 5 5
min stay varies

Child friendly
Air conditioning

$286.00

from $286.00 / night

Inquire

1 / 18

Chatham Cape Cod Waterfront Vacation Rental (8927)

Chatham House

4 bedrooms 4
4 bathrooms
sleeps 8 8
7 nights min

Ask about children
Air conditioning

$900.00

Excellent (1 reviews)

from $900.00 / night

Inquire

1 / 24

Chatham Cape Cod Vacation Rental (13059)

Chatham House

4 bedrooms 4
2 bathrooms
sleeps 8 8
7 nights min

Ask about children
Air conditioning
Pet friendly

$386.00

from $386.00 / night

Inquire

1 / 29

Chatham Cape Cod Vacation Rental (11498)

Chatham House

4 bedrooms 4
4 bathrooms
sleeps 8 8
7 nights min

Ask about children
Air conditioning

$672.00

from $672.00 / night

Inquire

1 / 30

80 Landing Lane Chatham Cape Cod - Keepin' it Reel

North Chatham House

4 bedrooms 4
2 bathrooms
sleeps 9 9
min stay varies

Child friendly
Air conditioning

$286.00

from $286.00 / night

Inquire

1 / 24

54 Cranberry Way Chatham Cape Cod - Cape Cranberry

Chatham House

2 bedrooms 2
1 bathroom
sleeps 6 6
min stay varies

Child friendly
Air conditioning

$150.00

from $150.00 / night

Inquire

1 / 20

South Chatham Cape Cod Vacation Rental (3388)

Chatham House

4 bedrooms 4
2 bathrooms
sleeps 8 8
7 nights min

Ask about children
Air conditioning

$343.00

Excellent (2 reviews)

from $343.00 / night

Inquire

1 / 26

#604: Find peace & seclusion on this quiet street in Chatham close to the beach!

Chatham House

3 bedrooms 3
2 bathrooms
sleeps 6 6
min stay varies

Child friendly
Air conditioning
Pet friendly

$112.00

from $112.00 / night

Book

1 / 19

Chatham Cape Cod Vacation Rental (102)

Chatham House

3 bedrooms 3
4 bathrooms
sleeps 8 8
7 nights min

Ask about children
Air conditioning

$1,029.00

Excellent (1 reviews)

from $1,029.00 / night

Inquire

1 / 42

Chatham Cape Cod Waterfront Vacation Rental (10325)

Chatham House

6 bedrooms 6
4 bathrooms
sleeps 12 12
7 nights min

Ask about children
Air conditioning

$700.00

Excellent (6 reviews)

from $700.00 / night

Inquire

1 / 13

Chatham Cape Cod Vacation Rental (7899)

Chatham House

3 bedrooms 3
2 bathrooms
sleeps 6 6
7 nights min

Ask about children
Air conditioning

$458.00

Excellent (1 reviews)

from $458.00 / night

Inquire

1 / 27

13 Monomoy Circle Chatham Cape Cod - BreakAway

Chatham House

3 bedrooms 3
3 bathrooms
sleeps 8 8
min stay varies

Child friendly
Air conditioning

$295.00

from $295.00 / night

Inquire

Page 1 of 40

1 2 3 4 5 6 Next Last

North Chatham
South Chatham
West Chatham

This is the estimated nightly price based on a weekly stay. Contact the advertiser to confirm the price - it varies depending on when you stay and how long for.

This is the estimated nightly price based on a weekly stay.

This is the total cost of the stay for the dates and number of guests that you entered.

This price is an estimate based on the latest rate information available to us. Contact the advertiser to ask for the exact price, including any additional fees.

Rates for this rental are unknown, please contact the homeowner to confirm the rate.

What is Certificate of Excellence?

TripAdvisor gives a Certificate of Excellence to accommodations, attractions and restaurants that consistently earn great reviews from travelers.

Discover

Rental type
Worldwide destinations
Other suggestions

Find a Rental
About Us
Terms

Copyright© 2018 Vacation Home Rentals. All rights reserved

See the details for this home, contact the owner, pay for your trip and more!

Go to manage your vacation booking

1

Need to think it over?

Send yourself an email so you can come back to book this property.

Enter your email address

The Enter your email address field is required. The "Enter your email address" field must contain a valid email address.

Privacy Policy

To get help making a booking, call our dedicated Reservations team at:

+1-857-504-6968

+1-857-504-6968

24 hours, 7 days a week