Compare Chatham Villas

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Villas in Chatham

Ocean Edge Cape House with Beach, Pool, and AC ☀️ 🏖

Guests staying at this villa have access to laundry facilities, barbecue grills, and a garden.

Kitchen

Washer

Serene Cape Escape: Cozy & Perfect for Star Gazing!

At this villa, guests have access to barbecue grills.

Kitchen

Free WiFi

$923 nightly

$1,011 total

May 29 - May 30

Total with taxes and fees

Guests staying at this villa have access to laundry facilities, barbecue grills, and a garden.

Kitchen

Washer

$808 nightly

$885 total

Jun 12 - Jun 13

Total with taxes and fees

Guests staying at this villa have access to laundry facilities, a garden, and barbecue grills.

Kitchen

Washer

Cape Cod Villa pond front vacation home, retreat, spa, venue, film location

$1,283 nightly

$1,468 total

Jun 1 - Jun 2

Total with taxes and fees

This villa offers an arcade/game room, laundry facilities, and local meal delivery service. Other amenities at this family-friendly villa include a garden and barbecue grills.

Kitchen

Washer

VILLA at Ocean Edge Endicott Village, GOLF PRIVILEGES AND VIEW. LINENS PROVIDED

This villa features an indoor pool, an outdoor pool, and a gym. Other amenities at this golf villa include a sauna, a hot tub, and laundry facilities.

Pool

Hot Tub

Walk to beaches & ferries! 9bd/4baths - Sleep 20ppl.

At this villa, guests have access to features like laundry facilities.

Kitchen

Washer

Don't see what you're looking for?

See all available properties in Chatham

View all properties

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

Chatham Bars Inn

297 Shore Rd Chatham MA

$476 nightly

$545 total

May 31 - Jun 1

Total with taxes and fees

Chatham Wayside Inn

512 Main St Chatham MA

$334 nightly

$383 total

May 31 - Jun 1

Total with taxes and fees

9.4/10 Exceptional! (681 reviews)

Chatham Seafarer Inn

2079 Main St Chatham MA

$233 nightly

$267 total

Jun 10 - Jun 11

Total with taxes and fees

9/10 Wonderful! (320 reviews)

Luxury Villas

Book luxury villas in Chatham
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Chatham. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in Chatham, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Chatham
You won’t have a problem finding your own space in Chatham. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore Chatham on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Chatham rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!

Chatham Villas essential information

Accommodation	5 Villas
Lowest Price	$267
Highest Price	$1,468
Popular accommodation	Ocean Edge Cape House with Beach, Pool, and AC ☀️ 🏖, Serene Cape Escape: Cozy & Perfect for Star Gazing!, Waterfront 5-Bed 2-Bath Retreat, Waterfront Hyannis Home Near Ferry, Cape Cod Villa pond front vacation home, retreat, spa, venue, film location, VILLA at Ocean Edge Endicott Village, GOLF PRIVILEGES AND VIEW. LINENS PROVIDED, Walk to beaches & ferries! 9bd/4baths - Sleep 20ppl.