Compare Chatham Villas

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Featured Villas in Chatham

Serene Cape Escape: Cozy & Perfect for Star Gazing!

At this villa, guests have access to barbecue grills.

Kitchen

Free WiFi

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

$1,942 nightly

$2,223 total

Sep 13 - Sep 14

Total with taxes and fees

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

Kitchen

Washer

$872 nightly

$952 total

Aug 30 - Aug 31

Total with taxes and fees

At this villa, guests have access to features like laundry facilities. This smoke-free villa also has barbecue grills.

Kitchen

Washer

$666 nightly

$723 total

Aug 30 - Aug 31

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

$1,276 nightly

$1,460 total

Sep 1 - Sep 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 barbecue grills and a garden.

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

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

Kitchen

Washer

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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

Chatham Bars Inn

297 Shore Rd Chatham MA

$462 nightly

$529 total

Sep 20 - Sep 21

Total with taxes and fees

Queen Anne Inn

70 Queen Anne Rd Chatham MA

8.6/10 Excellent! (276 reviews)

Chatham Wayside Inn

512 Main St Chatham MA

$397 nightly

$454 total

Aug 30 - Aug 31

Total with taxes and fees

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	7 Villas
Lowest Price	$454
Highest Price	$2,223
Popular accommodation	Serene Cape Escape: Cozy & Perfect for Star Gazing!, Walk to beaches & ferries! 9bd/4baths - Sleep 20ppl. , WaterAccess 5-Bed 2-Bath Retreat, Charming Hyannis 3 Bed 2 Bath, Cape Cod Villa pond front vacation home, retreat, spa, venue, film location, VILLA at Ocean Edge Endicott Village, GOLF PRIVILEGES AND VIEW. LINENS PROVIDED, Ocean Edge Cape House with Beach, Pool, and AC ☀️ 🏖