Best Chatham Vacation Rentals
-
Top location
Oyster Beach Bungalow
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
The 1-bedroom Oyster Beach Bungalow Chatham, located just 5 minutes' walk from Eldredge Public Library, can host up to 2 guests. Located just a few steps from Kate Gould Park, this holiday home provides high-speed Internet access and parking.
Oyster Beach Bungalow
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
Oyster Beach Bungalow
The 1-bedroom Oyster Beach Bungalow Chatham, located just 5 minutes' walk from Eldredge Public Library, can host up to 2 guests. Located just a few steps from Kate Gould Park, this holiday home provides high-speed Internet access and parking.
-
Beach access
Updated Beach House Deck Outdoor Shower!
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Garden area
Updated Beach House Deck Outdoor Shower! Chatham villa is located a 9-minute walk from Forest Beach and offers guests to enjoy fisheries. Located 4.1 km from Brooks Free Library, the 2-bedroom holiday home provides Wi-Fi and private parking.
Updated Beach House Deck Outdoor Shower!
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Garden area
Updated Beach House Deck Outdoor Shower!
Updated Beach House Deck Outdoor Shower! Chatham villa is located a 9-minute walk from Forest Beach and offers guests to enjoy fisheries. Located 4.1 km from Brooks Free Library, the 2-bedroom holiday home provides Wi-Fi and private parking.
Sea House
- BBQ facilities
- Air conditioning
- Tea and coffee facilities
- Heating
The 1-bedroom Sea House Villa Chatham entices guests to enjoy fisheries and offers proximity to Atwood House & Museum, located just an 8-minute stroll away. Offering high-speed Internet access, the Chatham holiday home is located within a 3-km distance of Ridgevale Beach.
Sea House
- BBQ facilities
- Air conditioning
- Tea and coffee facilities
- Heating
Sea House
The 1-bedroom Sea House Villa Chatham entices guests to enjoy fisheries and offers proximity to Atwood House & Museum, located just an 8-minute stroll away. Offering high-speed Internet access, the Chatham holiday home is located within a 3-km distance of Ridgevale Beach.
Cheap Chatham Vacation Rentals
-
Guest favorite
-
Beach access
Full Renovation Amazing Spot With Views
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Garden area
Up to 4 guests can stay at the 2-bedroom Full Renovation Amazing Spot With Views Villa Chatham and enjoy Kate Gould Park, located approximately 5 minutes' walk away. This 1-bathroom villa features opportunities for fisheries in the area, a mere 1.3 km from the Large Lighthouse Sandy Beach.
Full Renovation Amazing Spot With Views
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Garden area
Full Renovation Amazing Spot With Views
Up to 4 guests can stay at the 2-bedroom Full Renovation Amazing Spot With Views Villa Chatham and enjoy Kate Gould Park, located approximately 5 minutes' walk away. This 1-bathroom villa features opportunities for fisheries in the area, a mere 1.3 km from the Large Lighthouse Sandy Beach.
-
Beach access
Pond Front Home W Game Room Dog Friendly
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Garden area
Positioned 3.6 km from bustling shopping destinations such as Maps of Antiquity Antique Store, the 4-bedroom Pond Front Home W Game Room Dog Friendly Chatham offers guests to use private car parking. This holiday home features opportunities for fisheries in the area, around 15 minutes' drive from Chatham Shark Center Natural History Museum.
Pond Front Home W Game Room Dog Friendly
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Garden area
Pond Front Home W Game Room Dog Friendly
Positioned 3.6 km from bustling shopping destinations such as Maps of Antiquity Antique Store, the 4-bedroom Pond Front Home W Game Room Dog Friendly Chatham offers guests to use private car parking. This holiday home features opportunities for fisheries in the area, around 15 minutes' drive from Chatham Shark Center Natural History Museum.
-
Beach access
Walk To Beach: Chatham Gem W/ Ocean-View Sunroom!
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
Accommodating up to 6 guests, the 3-bedroom Walk To Beach: Chatham Gem W/ Ocean-View Sunroom! villa is situated around a 10-minute drive from renowned cultural sites such as Chatham Railroad Museum. Providing guests with Wi-Fi and parking, the property is 3.1 km from Chatham Village Market.
Walk To Beach: Chatham Gem W/ Ocean-View Sunroom!
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
Walk To Beach: Chatham Gem W/ Ocean-View Sunroom!
Accommodating up to 6 guests, the 3-bedroom Walk To Beach: Chatham Gem W/ Ocean-View Sunroom! villa is situated around a 10-minute drive from renowned cultural sites such as Chatham Railroad Museum. Providing guests with Wi-Fi and parking, the property is 3.1 km from Chatham Village Market.
Pet Friendly Vacation Rentals Chatham Massachusetts
-
Beach access
Large Home W Fire Pit And Dogs Welcome
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Garden area
The 4-bedroom Large Home W Fire Pit And Dogs Welcome Chatham is located 3.9 km from Veterans Field and provides fisheries for active guests. Providing guests with high-speed Internet access and a private parking lot, this holiday home is approximately 10 minutes by car from the family-friendly Oyster Pond Beach.
Large Home W Fire Pit And Dogs Welcome
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Garden area
Large Home W Fire Pit And Dogs Welcome
The 4-bedroom Large Home W Fire Pit And Dogs Welcome Chatham is located 3.9 km from Veterans Field and provides fisheries for active guests. Providing guests with high-speed Internet access and a private parking lot, this holiday home is approximately 10 minutes by car from the family-friendly Oyster Pond Beach.
-
Beach access
Beautiful Home W Artistic Flair
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Garden area
Accommodating up to 7 guests, the 3-bedroom Beautiful Home W Artistic Flair Chatham is situated within a 6-km distance of renowned cultural sites such as Chatham Railroad Museum. This Chatham holiday home features opportunities for fisheries in the area, around a 10-minute drive from Cockle Cove Beach.
The accommodation also offers a private garden with an outdoor seating.
Beautiful Home W Artistic Flair
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Garden area
Beautiful Home W Artistic Flair
Accommodating up to 7 guests, the 3-bedroom Beautiful Home W Artistic Flair Chatham is situated within a 6-km distance of renowned cultural sites such as Chatham Railroad Museum. This Chatham holiday home features opportunities for fisheries in the area, around a 10-minute drive from Cockle Cove Beach.
The accommodation also offers a private garden with an outdoor seating.
-
Great deal
-
Beach access
1 Mile From Downtown Chatham Walk To Pier
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Garden area
The 4-bedroom 1 Mile From Downtown Chatham Walk To Pier villa is located 19 minutes' walk from Eldredge Public Library and invites guests to join fisheries. The holiday home hosts up to 10 guests and provides them with a private parking lot.
1 Mile From Downtown Chatham Walk To Pier
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Garden area
1 Mile From Downtown Chatham Walk To Pier
The 4-bedroom 1 Mile From Downtown Chatham Walk To Pier villa is located 19 minutes' walk from Eldredge Public Library and invites guests to join fisheries. The holiday home hosts up to 10 guests and provides them with a private parking lot.
Chatham Vacation Rentals Oceanfront
Ping-Pong & Backyard: Spacious Chatham Retreat
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Ironing facilities
- Sun loungers
The 3-bedroom Ping-Pong & Backyard: Spacious Chatham Retreat villa hosts up to 8 guests and is nestled 2.6 km from natural sites such as Ridgevale Beach. Located around 10 minutes' drive from Chatham Shark Center Natural History Museum, this property provides Wi-Fi and a car park.
Ping-Pong & Backyard: Spacious Chatham Retreat
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Ironing facilities
- Sun loungers
Ping-Pong & Backyard: Spacious Chatham Retreat
The 3-bedroom Ping-Pong & Backyard: Spacious Chatham Retreat villa hosts up to 8 guests and is nestled 2.6 km from natural sites such as Ridgevale Beach. Located around 10 minutes' drive from Chatham Shark Center Natural History Museum, this property provides Wi-Fi and a car park.
-
Beach access
Cozy Cape Time
- BBQ facilities
- Air conditioning
- Tea and coffee facilities
- Heating
- Spa & wellness centre
- Garden area
The 3-bedroom Cozy Cape Time Villa Chatham is located approximately 10 minutes' drive from the family-friendly Oyster Pond Beach and provides horseback riding and fisheries for active guests. Offering island excursions and horse riding tours, the accommodation can accommodate up to 8 people.
Cozy Cape Time
- BBQ facilities
- Air conditioning
- Tea and coffee facilities
- Heating
- Spa & wellness centre
- Garden area
Cozy Cape Time
The 3-bedroom Cozy Cape Time Villa Chatham is located approximately 10 minutes' drive from the family-friendly Oyster Pond Beach and provides horseback riding and fisheries for active guests. Offering island excursions and horse riding tours, the accommodation can accommodate up to 8 people.
-
Beach access
Charming Updated Home In Chatham
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Patio
During the stay at Charming Updated Home In Chatham, guests can indulge in fisheries or visit Cockle Cove Beach, located 2.9 km away. Located 10 minutes by car from Hawksnest State Park, this 4-bedroom holiday home provides high-speed Internet access and a private parking lot.
Charming Updated Home In Chatham
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Patio
Charming Updated Home In Chatham
During the stay at Charming Updated Home In Chatham, guests can indulge in fisheries or visit Cockle Cove Beach, located 2.9 km away. Located 10 minutes by car from Hawksnest State Park, this 4-bedroom holiday home provides high-speed Internet access and a private parking lot.
Chatham Vacation Rentals with Private Pool
-
Beach access
Wrap-Around Porch Mins To Beach
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Garden area
With the capacity to host 6 guests, the 2-bedroom Wrap-Around Porch Mins To Beach Chatham villa is located approximately a 15-minute ride from such significant cultural landmarks as Atwood House & Museum. The accommodation features opportunities for fisheries in the area, within a 6-km distance of Chatham Railroad Museum.
Wrap-Around Porch Mins To Beach
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Garden area
Wrap-Around Porch Mins To Beach
With the capacity to host 6 guests, the 2-bedroom Wrap-Around Porch Mins To Beach Chatham villa is located approximately a 15-minute ride from such significant cultural landmarks as Atwood House & Museum. The accommodation features opportunities for fisheries in the area, within a 6-km distance of Chatham Railroad Museum.
-
Beach access
Lucky Number Seven
- BBQ facilities
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Spa & wellness centre
- Garden area
The 2-bedroom Lucky Number Seven Villa Chatham is located nearly a 25-minute walk from the family-friendly Oyster Pond Beach and provides fisheries for active guests. Located 2.8 km from Kate Gould Park, the villa provides high-speed Internet access and a car park.
Lucky Number Seven
- BBQ facilities
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Spa & wellness centre
- Garden area
Lucky Number Seven
The 2-bedroom Lucky Number Seven Villa Chatham is located nearly a 25-minute walk from the family-friendly Oyster Pond Beach and provides fisheries for active guests. Located 2.8 km from Kate Gould Park, the villa provides high-speed Internet access and a car park.
-
Beach access
Riviera Sunset
- BBQ facilities
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Heating
- Sun loungers
The 1-bedroom Riviera Sunset Villa Chatham entices guests to enjoy fisheries and is located 4.7 km from such natural sites as Cockle Cove Beach. Providing guests with high-speed Internet access and parking, the holiday home is around 10 minutes' drive from Chase Park.
Riviera Sunset
- BBQ facilities
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Heating
- Sun loungers
Riviera Sunset
The 1-bedroom Riviera Sunset Villa Chatham entices guests to enjoy fisheries and is located 4.7 km from such natural sites as Cockle Cove Beach. Providing guests with high-speed Internet access and parking, the holiday home is around 10 minutes' drive from Chase Park.
-
Beach access
Lovely Home Near Bike Path Dog Welcome!
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Garden area
The 4-bedroom Lovely Home Near Bike Path Dog Welcome! Chatham is located 3.4 km from Ridgevale Beach and provides fisheries for active guests. Providing guests with Wi-Fi and private parking, this holiday home is approximately 10 minutes by car from Stage Harbor.
Lovely Home Near Bike Path Dog Welcome!
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Garden area
Lovely Home Near Bike Path Dog Welcome!
The 4-bedroom Lovely Home Near Bike Path Dog Welcome! Chatham is located 3.4 km from Ridgevale Beach and provides fisheries for active guests. Providing guests with Wi-Fi and private parking, this holiday home is approximately 10 minutes by car from Stage Harbor.
-
Beach access
Stellar Home With Hot Tub & Movie Room
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Jacuzzi
- Garden area
Situated a mere 5 minutes' walk from Maps of Antiquity Antique Store, Stellar Home With Hot Tub & Movie Room Chatham offers a Jacuzzi and can accommodate up to 10 guests. This 4-bedroom villa features opportunities for fisheries in the area, about 2 km from Stage Harbor.
Stellar Home With Hot Tub & Movie Room
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Jacuzzi
- Garden area
Stellar Home With Hot Tub & Movie Room
Situated a mere 5 minutes' walk from Maps of Antiquity Antique Store, Stellar Home With Hot Tub & Movie Room Chatham offers a Jacuzzi and can accommodate up to 10 guests. This 4-bedroom villa features opportunities for fisheries in the area, about 2 km from Stage Harbor.
-
Beach access
Steps To Oyster Pond Private Dock!
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Sun loungers
The 5-bedroom Steps To Oyster Pond Private Dock! Villa Chatham is located merely 5 minutes' walk from Oyster Pond and welcomes its guests to enjoy fisheries. Offering island excursions, this 3-bathroom villa can accommodate up to 8 people.
Steps To Oyster Pond Private Dock!
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Sun loungers
Steps To Oyster Pond Private Dock!
The 5-bedroom Steps To Oyster Pond Private Dock! Villa Chatham is located merely 5 minutes' walk from Oyster Pond and welcomes its guests to enjoy fisheries. Offering island excursions, this 3-bathroom villa can accommodate up to 8 people.
-
Beach access
Central Ac Close To Beach Dog Friendly!
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Garden area
Offering access to entertainment venues such as Wharfinger Chatham Fish Pier, situated nearly a 10-minute drive away, the 3-bedroom Central Ac Close To Beach Dog Friendly! Chatham villa can host up to 8 guests. The Chatham holiday home features opportunities for fisheries in the area, 3.1 km from Ridgevale Beach.
Central Ac Close To Beach Dog Friendly!
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Garden area
Central Ac Close To Beach Dog Friendly!
Offering access to entertainment venues such as Wharfinger Chatham Fish Pier, situated nearly a 10-minute drive away, the 3-bedroom Central Ac Close To Beach Dog Friendly! Chatham villa can host up to 8 guests. The Chatham holiday home features opportunities for fisheries in the area, 3.1 km from Ridgevale Beach.
Are you in a hurry?
Here is a quick list of Vacation Rentals in Chatham, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| Oyster Beach Bungalow |
8.1 / 10 (13 Reviews) |
From 125$ | |
| Updated Beach House Deck Outdoor Shower! |
9.8 / 10 (8 Reviews) |
From 678$ | |
| Sea House |
9.1 / 10 (13 Reviews) |
From 630$ | |
| Full Renovation Amazing Spot With Views |
9.6 / 10 (15 Reviews) |
From 782$ | |
| Pond Front Home W Game Room Dog Friendly |
9.2 / 10 (6 Reviews) |
From 357$ |
Frequently Asked Questions
Which vacation rentals in Chatham are pet-friendly?
You can find several pet-friendly options like the Central AC Close To Beach and Lovely Home Near Bike Path. These rentals welcome dogs and offer easy access to outdoor activities.
Book during weekdays to find the best rates, as many rentals offer discounts for extended stays.
What are the best vacation rentals near the beach in Chatham?
The Oyster Beach Bungalow and the Updated Beach House Deck Outdoor Shower! are both just a short walk from the beach. Enjoy the sun and surf while staying close to your rental.
Arrive early for beach access to avoid crowds, especially on weekends during summer.
Are there any vacation rentals in Chatham with a hot tub?
Stellar Home With Hot Tub & Movie Room offers a hot tub for relaxing after a day of fun. It's a great place to unwind.
Consider visiting during the off-season to benefit from lower prices and more availability.
Where can I find vacation rentals in Chatham with a view?
The Full Renovation Amazing Spot With Views offers stunning scenery. Enjoy watching the sunset from the comfort of your rental.
Book a few months in advance during peak season to secure a rental with the best views.
Which vacation rentals in Chatham are suitable for families?
Consider the Cozy Cape Time and the Wrap-Around Porch Mins To Beach for family-friendly amenities. Both rentals are spacious and close to family activities.
Plan activities around nearby attractions like the Chatham Lighthouse Beach for family fun.
What vacation rentals in Chatham have two bedrooms?
The Charming Updated Home In Chatham and the Pond Front Home W Game Room offer two-bedroom options. These are perfect for small families or groups.
Check availability before summer starts, as two-bedroom rentals often book quickly.
Are there all-inclusive vacation rentals in Chatham?
While typical vacation rentals do not offer all-inclusive packages, some may include amenities like breakfast. Look at options like the Stellar Home With Hot Tub & Movie Room for extra conveniences.
Confirm what's included in your rental to avoid surprises upon arrival.
What is the best time to visit Chatham for vacation rentals?
Late spring to early fall offers the best weather and many local festivals. Plan your vacation around events like the Chatham Fish Pier's annual fish fry to experience local culture.
Visit in early June for lower rental prices and fewer crowds while still enjoying pleasant weather.
How can I find the best deals on vacation rentals in Chatham?
Consider booking during the shoulder seasons, like before or after summer. After Labor Day, rates drop significantly and rentals are more available.
Stay mid-week to find better deals as it's less crowded on weekdays.
What activities should I plan while staying at vacation rentals in Chatham?
Chatham offers beautiful beaches, hiking trails, and local dining options. Visiting places like the Monomoy National Wildlife Refuge and enjoying a boat tour will enhance your visit.
Check out local events like the Chatham Harbor 5K for fun community involvement during your stay.