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
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.
Air conditioning
Laundry
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.
Pool
Hot Tub
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.
Pool
Kitchen
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.
Pool
Kitchen
2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous

2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous

Hancock MA
$275 nightly
The price is $308 total per night
$308 total
Sep 21 - Sep 22
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
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
Ski In & Ski Out - Deluxe 1 Bedroom Condo Sleeps 5

Ski In & Ski Out - Deluxe 1 Bedroom Condo Sleeps 5

Hancock MA
This condo features ski-in/ski-out access, an outdoor pool, and a gym. Other amenities at this ski condo building include an arcade/game room and a garden.
Pool
Kitchen
SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS!

SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS!

Hancock MA
Guests staying at this condo enjoy access to ski-in/ski-out access, a gym, and a hot tub. Staff members can answer questions about accommodations, and also provide concierge services. Other amenities at this ski condo building include laundry facilities and local meal delivery service.
Pool
Hot Tub
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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

    Country Inn & Suites by Radisson, Downtown Albany New York

    Country Inn & Suites by Radisson, Downtown Albany New York

    300 Broadway Albany NY
    $110 nightly
    The price is $126 total per night from Sep 27 to Sep 28
    $126 total
    Sep 27 - Sep 28
    Total with taxes and fees
    8.2/10 Very Good! (1,077 reviews)
    Vacation Village in the Berkshires

    Vacation Village in the Berkshires

    276 Brodie Mountain Rd Williamstown MA
    $122 nightly
    The price is $136 total per night from Sep 20 to Sep 21
    $136 total
    Sep 20 - Sep 21
    Total with taxes and fees
    8.8/10 Excellent! (2,658 reviews)
    Berkshire Mountain Lodge

    Berkshire Mountain Lodge

    8 Dan Fox Dr Pittsfield MA
    $108 nightly
    The price is $120 total per night from Oct 18 to Oct 19
    $120 total
    Oct 18 - Oct 19
    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
24 Condo Rentals
Lowest Price
$120
Highest Price
$308
Popular accommodation
Club Wyndham Bentley Brook Resort - 2 Bedroom, Year-round fun! Condo at Jiminy Peak Resort. Treat yourself!, SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1, Tranquil Lakeside Escape in the Berkshires, Peaceful 1BR Condo with Pond View, 2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous, Ski-In/Ski-Out at Jiminy Peak in the Country Inn, Ski In & Ski Out - Deluxe 1 Bedroom Condo Sleeps 5, SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS!