House
10.0(43 Reviews)
2 Bedrooms
4 Guests
Parking
Balcony/Terrace
View
Kitchen
AU $733/Night
7 Nights - AU $5,131
Chatham, MA Villa Rentals
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Compare Villas, Resorts, & Rentals in Chatham
10.0
House
10.0(6 Reviews)
4 Bedrooms
10 Guests
- Parking
- View
Air Conditioner
Internet
AU $985/Night
7 Nights - AU $6,898
Bed & Breakfast
9.8(277 Reviews)
1 Bedroom
Breakfast- Parking
- Balcony/Terrace
- Kitchen
AU $712/Night
7 Nights - AU $4,983
Condo
10.0(36 Reviews)
2 Bedrooms
5 Guests
- Parking
Ocean View- Balcony/Terrace
- View
AU $841/Night
7 Nights - AU $5,887
House
10.0(4 Reviews)
3 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- View
- Air Conditioner
AU $913/Night
7 Nights - AU $6,395
Cottage
10.0(35 Reviews)
2 Bedrooms
4 Guests
Oceanfront- Parking
- Ocean View
- Balcony/Terrace
AU $594/Night
7 Nights - AU $4,160
House
10.0(24 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
AU $682/Night
7 Nights - AU $4,771
Apartment
10.0(22 Reviews)
1 Bedroom
2 Guests
- Ocean View
- Balcony/Terrace
- View
- Kitchen
AU $752/Night
7 Nights - AU $5,265
Condo
10.0(21 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
AU $551/Night
7 Nights - AU $3,854
Luxury Places to Stay in Chatham
Over 669+ Luxury Places to Stay in or Near Chatham
House
10.0(1 Review)
4 Bedrooms
10 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
Unlock the Best Price
Bed & Breakfast
9.5(93 Reviews)
11 Bedrooms
18 Guests
- Breakfast
- Parking
- Balcony/Terrace
- View
AU $7,582/Night
7 Nights - AU $53,075
House
7 Bedrooms
16 Guests
Private Pool- Parking
Pool- Kitchen
AU $6,879/Night
7 Nights - AU $48,151
House
10.0(1 Review)
6 Bedrooms
12 Guests
- Private Pool
- Parking
- Pool
- Ocean View
AU $5,829/Night
7 Nights - AU $40,800
House
10.0(9 Reviews)
5 Bedrooms
12 Guests
- Private Pool
Hot Tub- Parking
- Pool
AU $5,302/Night
7 Nights - AU $37,115
House
10.0(7 Reviews)
4 Bedrooms
8 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
AU $5,055/Night
7 Nights - AU $35,387
House
10.0(53 Reviews)
8 Bedrooms
18 Guests
- Private Pool
- Parking
- Pool
- Ocean View
AU $4,984/Night
7 Nights - AU $34,890
House
9.4(3 Reviews)
4 Bedrooms
10 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
AU $3,604/Night
7 Nights - AU $25,228
House
10.0(7 Reviews)
4 Bedrooms
6 Guests
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
AU $3,489/Night
7 Nights - AU $24,426
Top-Rated Villas with a Pool in Chatham
Over 65+ Top-Rated Private Villas with a Pool in or Near Chatham
House
10.0(60 Reviews)
4 Bedrooms
10 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
AU $2,143/Night
7 Nights - AU $15,004
House
10.0(54 Reviews)
9 Bedrooms
21 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
AU $3,025/Night
7 Nights - AU $21,175
House
10.0(29 Reviews)
4 Bedrooms
14 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
AU $1,494/Night
7 Nights - AU $10,459
House
10.0(22 Reviews)
4 Bedrooms
10 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
AU $2,684/Night
7 Nights - AU $18,786
House
10.0(19 Reviews)
4 Bedrooms
10 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
AU $1,322/Night
7 Nights - AU $9,257
House
10.0(18 Reviews)
8 Bedrooms
16 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
AU $3,250/Night
7 Nights - AU $22,751
House
Luxury Coastal Retreat Overlooking Buck's Creek and Nantucket Sound — Pool, Hot Tub, Outdoor Kitchen
10.0(8 Reviews)
4 Bedrooms
10 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
AU $1,692/Night
7 Nights - AU $11,846
House
10.0(7 Reviews)
4 Bedrooms
10 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
AU $3,482/Night
7 Nights - AU $24,376
House
10.0(6 Reviews)
7 Bedrooms
15 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
AU $3,316/Night
7 Nights - AU $23,211
Pet-Friendly Villas in Chatham
Over 235+ Pet-Friendly Private Villas in or Near Chatham
Cottage
10.0(6 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- View
- Kitchen
AU $1,010/Night
7 Nights - AU $7,072
House
10.0(2 Reviews)
4 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- View
- Air Conditioner
AU $1,386/Night
7 Nights - AU $9,702
House
10.0(8 Reviews)
5 Bedrooms
10 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
AU $1,565/Night
7 Nights - AU $10,959
Cottage
9.8(8 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- View
- Kitchen
AU $2,141/Night
7 Nights - AU $14,984
House
10.0(1 Review)
5 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- View
- Air Conditioner
AU $2,779/Night
7 Nights - AU $19,451
House
9.6(4 Reviews)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
AU $978/Night
7 Nights - AU $6,848
House
9.4(27 Reviews)
2 Bedrooms
6 Guests
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
AU $441/Night
7 Nights - AU $3,086
Cottage
9.0(4 Reviews)
2 Bedrooms
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
AU $851/Night
7 Nights - AU $5,954
House
9.6(107 Reviews)
2 Bedrooms
6 Guests
- Ocean View
- Balcony/Terrace
- View
- Kitchen
AU $691/Night
7 Nights - AU $4,839
Large Private Villas in Chatham
Over 161+ Large Villas in or Near Chatham for Groups and Families
New
House
10.0(35 Reviews)
5 Bedrooms
9 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
AU $1,204/Night
7 Nights - AU $8,427
House
10.0(1 Review)
7 Bedrooms
16 Guests
- Hot Tub
- Parking
- Pool
- Air Conditioner
AU $1,468/Night
7 Nights - AU $10,273
House
10.0(1 Review)
5 Bedrooms
10 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
AU $2,042/Night
7 Nights - AU $14,297
New
House
10.0(10 Reviews)
4 Bedrooms
12 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
AU $1,741/Night
7 Nights - AU $12,190
House
10.0(1 Review)
5 Bedrooms
10 Guests
- Parking
- Pool
- View
- Air Conditioner
AU $1,424/Night
7 Nights - AU $9,971
New
House
9.4(12 Reviews)
4 Bedrooms
10 Guests
- Balcony/Terrace
- View
- Kitchen
- Air Conditioner
AU $1,915/Night
7 Nights - AU $13,407
New
House
8.8(3 Reviews)
4 Bedrooms
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
AU $979/Night
7 Nights - AU $6,855
House
10.0(78 Reviews)
6 Bedrooms
14 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
AU $1,657/Night
7 Nights - AU $11,596
House
10.0(38 Reviews)
4 Bedrooms
10 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
AU $1,277/Night
7 Nights - AU $8,935
Wheelchair Accessible Holiday Homes in Chatham
Over 7+ Wheelchair Accessible Villas and Holiday Homes in or Near Chatham
New
Condo
10.0(6 Reviews)
3 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- View
- Kitchen
AU $1,345/Night
7 Nights - AU $9,416
AU $1,615/Night
7 Nights - AU $11,307
AU $627/Night
7 Nights - AU $4,390
House
4.4(7 Reviews)
1 Bedroom
4 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
Wheelchair Accessible
AU $490/Night
7 Nights - AU $3,432
AU $247/Night
7 Nights - AU $1,726
AU $639/Night
7 Nights - AU $4,471
AU $296/Night
7 Nights - AU $2,073
Chatham Villas, Airbnb and Holiday Homes Under $200
Over 4+ Chatham Private Villas, Airbnb and Holiday Homes Under $200
AU $279/Night
7 Nights - AU $1,954
House
9.6(43 Reviews)
1 Bedroom
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
AU $248/Night
7 Nights - AU $1,736
Condo
4.9(48 Reviews)
2 Bedrooms
5 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
AU $283/Night
7 Nights - AU $1,984
Bed & Breakfast
4.9(61 Reviews)
1 Bedroom
- Balcony/Terrace
- Air Conditioner
Bedding/Linens
AU $242/Night
7 Nights - AU $1,696
Instantly Bookable Villa Rentals in Chatham
Over 349+ Instantly Bookable Private Villas in or Near Chatham
Cottage
10.0(20 Reviews)
2 Bedrooms
6 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
AU $801/Night
7 Nights - AU $5,606
House
10.0(5 Reviews)
3 Bedrooms
8 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
AU $1,451/Night
7 Nights - AU $10,160
House
10.0(14 Reviews)
2 Bedrooms
6 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
AU $1,088/Night
7 Nights - AU $7,618
Cottage
10.0(4 Reviews)
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
AU $548/Night
7 Nights - AU $3,834
House
10.0(3 Reviews)
2 Bedrooms
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
AU $691/Night
7 Nights - AU $4,835
House
10.0(1 Review)
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- View
- Kitchen
AU $1,113/Night
7 Nights - AU $7,792
House
9.6(8 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- View
AU $507/Night
7 Nights - AU $3,548
House
9.4(3 Reviews)
2 Bedrooms
5 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
AU $970/Night
7 Nights - AU $6,789
Cottage
9.4(3 Reviews)
1 Bedroom
2 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
Child Friendly
AU $753/Night
7 Nights - AU $5,270
Book a Last Minute Place to Stay in Chatham
About Chatham Vacation Rentals
There are more than 678 incredible getaway rentals that are available in Chatham. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Chatham.
BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With BedroomVillas in Chatham, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Chatham. Places to stay near Chatham are 1568.04 ft² on average, with prices averaging AU $1,249 a night.
BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Chatham. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.
Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods Chatham, MA
There are 12 hotels in Chatham 2 resorts, and 592 rentals
- Prices for a holiday home in Chatham start at AU $247
- Top rated vacation home in Chatham is Chatham Seaside Cottage - Oceanfront Beach Cottage - Spectacular Views
- Most popular short term in Chatham is Chatham Bars Inn
- Cheapest place to stay in Chatham is Chatham Wayside Inn
- Most expensive holiday rental in Chatham is Waterfront, Updated 4 Bedroom Home with Views of Stage Harbor & Nantucket Sound
Recently Booked Hotels, Resorts, or Rentals in Chatham
Frequently Asked Questions About Chatham?
What are the top hotels or resorts in Chatham?
We provide an array of great vacation destinations in Chatham. If you are looking to stay in or around the Chatham area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Chatham:
- Chatham Seaside Cottage - Oceanfront Beach Cottage - Spectacular Views
- Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach
- Chatham walk to Cape Cod beach
- Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
- Pool Table, Bar, Ping Pong, Sun Rm, Deck,4 BR, Private
- Water View-Walk town/beach, pets considered, Linen Option
- Walk to Chatham Main St., boutiques, restaurants, galleries, and nightlife!
- Walk to Ridgevale Beach in 7 minutes, Central Air, Beautiful yard Fast Internet
- Chatham Break! 3 BR, A/C, Outdoor Shower + Deck, Near Beaches, Large Quiet Yard
- 5 Bdrm Spectacular Walk To Hardings Beach Ocean View Home
How many vacation rentals have private pools in Chatham?
We have 35 luxury villas and vacation rentals featuriung a private pool in and near Chatham. Some of the best destinations to stay that feature or have access to a swimming pool are:
Which hotel or resort in Chatham is best for families?
Searching for a family-friendly getaway in Chatham? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.
How many hotels, resorts, or rentals are available in Chatham?
BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2026 is over 678 in the Chatham area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Chatham.
