Compare Chatham Condo Rentals

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Featured Condo Rentals in Chatham

Club Wyndham Bentley Brook Resort - 2 Bedroom

Club Wyndham Bentley Brook Resort - 2 Bedroom

Hancock MA
Guests of this condo enjoy access to ski-in/ski-out access, laundry facilities, and barbecue grills. Staff members can help with accommodation requests, and provide concierge services.
Pool
Washer
Tranquil Lakeside Escape in the Berkshires

Tranquil Lakeside Escape in the Berkshires

Lenox MA
Guests staying at this condo enjoy a sauna, laundry facilities, and barbecue grills.
Ski-In/Ski-Out at Jiminy Peak in the Country Inn

Ski-In/Ski-Out at Jiminy Peak in the Country Inn

Hancock MA
At this condo, guests enjoy ski-in/ski-out access, an outdoor pool, and a gym. Other amenities at this ski condo building include a hot tub, an arcade/game room, and laundry facilities.
Pool
Hot Tub
2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous

2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous

Hancock MA
$308 nightly
The price is $344 total per night
$344 total
Aug 5 - Aug 6
Total with taxes and fees
At this condo, guests have access to a gym, laundry facilities, and a garden. This smoke-free condo building also has barbecue grills.
Pool
Kitchen
Year-round fun! Condo at Jiminy Peak Resort. Treat yourself!

Year-round fun! Condo at Jiminy Peak Resort. Treat yourself!

Hancock MA
This condo offers ski-in/ski-out access, a gym, and laundry facilities.
Escape to the Heart of Jiminy Peak: Country Inn condo with full kitchen, 2 bths

Escape to the Heart of Jiminy Peak: Country Inn condo with full kitchen, 2 bths

Hancock MA
Guests of this condo enjoy features like a gym, a hot tub, and laundry facilities.
Peaceful 1BR Condo with Pond View

Peaceful 1BR Condo with Pond View

Lenox MA
Guests staying at this condo enjoy a sauna, laundry facilities, and barbecue grills.
SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 2

SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 2

Hancock MA
This condo features ski-in/ski-out access, an outdoor pool, and a gym. Helpful staff is there to provide concierge services, as well as offer insight about the area. Other amenities at this ski condo building include a hot tub, laundry facilities, and local meal delivery service.
Pool
Hot Tub
SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1

SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1

Hancock MA
At this condo, guests enjoy ski-in/ski-out access, an outdoor pool, and a gym. Friendly staff can provide concierge services, and also offer advice about sightseeing. Other amenities at this ski condo building include a hot tub, an arcade/game room, and laundry facilities.
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Chatham

    Vacation Village in the Berkshires

    Vacation Village in the Berkshires

    276 Brodie Mountain Rd Williamstown MA
    $128 nightly
    The price is $143 total per night from Aug 31 to Sep 1
    $143 total
    Aug 31 - Sep 1
    Total with taxes and fees
    8.8/10 Excellent! (2,500 reviews)
    Country Inn & Suites by Radisson, Downtown Albany New York

    Country Inn & Suites by Radisson, Downtown Albany New York

    300 Broadway Albany NY
    $103 nightly
    The price is $118 total per night from Aug 23 to Aug 24
    $118 total
    Aug 23 - Aug 24
    Total with taxes and fees
    8.2/10 Very Good! (904 reviews)
    The Yankee Inn

    The Yankee Inn

    461 Pittsfield Rd Lenox MA
    $158 nightly
    The price is $176 total per night from Aug 5 to Aug 6
    $176 total
    Aug 5 - Aug 6
    Total with taxes and fees

Luxury Condos

Find luxury condos in Chatham
Get your vacation off to a fabulous start by booking a luxury condo in Chatham. They’re a great option if you want to pamper yourself a little more than usual on your next getaway. Plus, they give you a unique opportunity to see the city the way a local would. You’re not in a hotel—you’re home. Condominiums come in all shapes and sizes, and with Orbitz on your side, you’ll find exactly the right one for your trip.

Stay in a Chatham condo
Vacation condo rentals are a nice alternative to hotels with perks such as multiple bedrooms, living rooms, balconies, laundry facilities, Wi-Fi access and espresso machines. And don’t underestimate the power of the full kitchen in your condo: whipping up midnight snacks is a breeze, and hey, making a meal on your own without worrying about ordering in or going out to eat is just plain convenient. You might also have a pool, a gym and a hot tub on the property or close by.  

Exploring Chatham will be a breeze with a downtown condo as your home base. You’ll be close to the top sights, and within walking distance of great restaurants, shopping, and bars. Got leftovers? Put them in your fridge. Remember, you’re living like a local now.

Chatham Condo Rentals essential information

Accommodation
40 Condo Rentals
Lowest Price
$118
Highest Price
$344
Popular accommodation
Club Wyndham Bentley Brook Resort - 2 Bedroom, Tranquil Lakeside Escape in the Berkshires, Ski-In/Ski-Out at Jiminy Peak in the Country Inn, 2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous, Year-round fun! Condo at Jiminy Peak Resort. Treat yourself!, Escape to the Heart of Jiminy Peak: Country Inn condo with full kitchen, 2 bths, Peaceful 1BR Condo with Pond View, SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 2, SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1