Chatham Vacation Rentals

190 Rentals

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Overlooking Nantucket Sound and large lush lawns

9BR / 4BA - Sleeps 20 - Chatham Home

Southwesterly ocean breezes flow over this HISTORIC family estate built in the 1930?s by Mr. & Mrs. John...

$1,250 / nt

3 Reviews

2BR / 1BA - Sleeps 6 - Chatham Cottage

$1050/week–High Season–lower other times Foote- steps Chatham Charmer - Weekly Rentals The charm...

$93 - $158 / nt

4 Reviews

3BR / 2BA - Sleeps 6 - Chatham Home

Cape cod home on the shores of South Chatham. The main floor constists of an eat in kitchen, living...

$172 - $558 / nt

4 Reviews
Fore Ceas Guest Home

3BR / 3.5BA - Sleeps 6 - Chatham Guesthouse

North Chatham on Cape Cod 3 bedroom Quaint Guest Home which has been newly restored, taking note of...

$288 - $602 / nt

8 Reviews

4BR / 2BA - Sleeps 10 - Chatham Home

Pet Friendly! Spend Lazy summer days at this Cape Cod Vacation rental in Chatham. With the shade from...

3BR / 3BA - Sleeps 6 - Chatham Home

This Cape Cod Vacation Rental is located in Chatham's Old Village and is right on the Mill Pond. The...

3BR / 3BA - Sleeps 8 - Chatham Home

Location - Location - Location! Run, walk or skip the loop in Chatham from this Family Cape Cod Vacation...

3BR / 2.5BA - Sleeps 8 - Chatham Home

Cape Cod Vacation home rental in Chatham located in a family friendly neighborhood with a large backyard....

1 Review

3BR / 2BA - Sleeps 6 - Chatham Home

This traditional Cape Cod Vacation Rental is located in a central location in Chatham. It has easy access...

3BR / 3BA - Sleeps 8 - Chatham Home

Enjoy the downtown location of this Cape Cod Vacation Rental Home in the village of Chatham. Convenient...

1 Review
Chatham Massachusetts Vacation Rentals - Home

3BR / 2BA - Sleeps 7 - Chatham Home

Location- Location- Location! Quintessential, Chatham Vacation Home Rental, with all the updates to...

Chatham Massachusetts Vacation Rentals - Home

2BR / 2BA - Sleeps 6 - Chatham Home

The watercolors of Cape- inspired themes by a local artist in this quiet hilltop home provide an ideal...

4 Reviews
Chatham Massachusetts Vacation Rentals - Home

3BR / 2BA - Sleeps 8 - Chatham Home

This Cape Cod Vacation Rental home is just . 2 miles from Pleasant Street Beach in Chatham. Warm water,...

$400 / nt

Chatham Massachusetts Vacation Rentals - Home

5BR / 3BA - Sleeps 9 - Chatham Home

60 Hallet Lane - ID# 104906. In the heart of the Old VillageAntique home in the heart of Old Chatham...

$272 - $358 / nt

Chatham Massachusetts Vacation Rentals - Home

4BR / 3BA - Sleeps 10 - Chatham Home

190 Countryside Drive - ID# 104736. Lovely 4 bedroom home in ChathamCharming 4 bedroom home in a peaceful...

$179 - $243 / nt

Chatham Massachusetts Vacation Rentals - Home

3BR / 2BA - Sleeps 6 - Chatham Home

241 Training Field RoadCharming and updated 3 bedroom air conditioned ranch style home just 1 mile from...

$179 - $258 / nt

Chatham Massachusetts Vacation Rentals - Home

3BR / 2BA - Sleeps 8 - Chatham Home

Waterfront on Lovers Lake, 1 AC & WIFI - This lovely 3 bedroom, 2 bath ranch features a private,...

$197 - $383 / nt

Chatham Massachusetts Vacation Rentals - Home

4BR / 4BA - Sleeps 10 - Chatham Home

ID #LAKE110 Lake front Vacation home on Lovers Lake in Chatham in the Great Hill Neighborhood. Heron...

Chatham Massachusetts Vacation Rentals - Apartment

2BR / 2BA - Sleeps 6 - Chatham Apartment

ID# CCOVE30 Cockle Cove Beach is just 0. 9 miles away from this light & bright Chatham Condominium located...

Chatham Massachusetts Vacation Rentals - Home

4BR / 2BA - Sleeps 10 - Chatham Home

Sophisticatedly furnished and well maintained 4BR/2BA Cape style home accessible to Pleasant Street Beach,...

Chatham Massachusetts Vacation Rentals - Apartment

1BR / 1BA - Sleeps 3 - Chatham Apartment

Property ID #MAIN73, Unit #6 Location, Location, Location! Inviting Chatham cottage- like apartment...

Chatham Massachusetts Vacation Rentals - Home

3BR / 2BA - Sleeps 10 - Chatham Home

ID #POST22 Chatham Center is just 3/10ths of a mile from this 3 bedroom, 1. 5 bathroom Vacation home....

Chatham Massachusetts Vacation Rentals - Home

3BR / 2BA - Sleeps 6 - Chatham Home

ID #BLUE16 Fabulous Chatham location! Just a short distance to Chatham Village, Aunt Lydia's Cove,...

Chatham Massachusetts Vacation Rentals - Home

2BR / 1BA - Sleeps 5 - Chatham Home

ID #PATT41 Chatham Vacation home, only 0. 1 miles to Ridgevale Beach which is next to Cockle Cove Beach...

Chatham Massachusetts Vacation Rentals - Home

2BR / 1BA - Sleeps 5 - Chatham Home

Wouldn' t you like to spend some time at this adorable updated Cape Cod Vacation Rental cottage...

$192 / nt

Chatham Massachusetts Vacation Rentals - Home

5BR / 5BA - Sleeps 11 - Chatham Home

Nestled away in a private location with a wooded setting, this large rambling house has all of the comforts...

$443 - $543 / nt

Chatham Massachusetts Vacation Rentals - Home

3BR / 2BA - Sleeps 8 - Chatham Home

Updated Cape Cod Vacation Rental home in Chatham that is . 6 to Pleasant Street Beach and also a very...

$278 / nt

Chatham Massachusetts Vacation Rentals - Home

4BR / 5BA - Sleeps 10 - Chatham Home

Paradise found on the shores of Eastward Point in Chatham! Luxury at its finest will surround you at...

$1,125 - $1,785 / nt

Chatham Massachusetts Vacation Rentals - Home

6BR / 3BA - Sleeps 10 - Chatham Home

Large Older Home That Quite Spacious And Is A Short Walk To The Fish Pier! ! Truly An Old Fashioned...

$358 / nt

Chatham Massachusetts Vacation Rentals - Home

3BR / 2BA - Sleeps 8 - Chatham Home

Pet Friendly! Enjoy this Cape Cod Vacation Rental cottage in Chatham offering 3 bedrooms and 2 baths...

$250 - $357 / nt

Chatham Massachusetts Vacation Rentals - Home

2BR / 2BA - Sleeps 6 - Chatham Home

Pet Friendly. Come have some fun in the sun at this Cape Cod Vacation cottage in Chatham! You will enjoy...

$225 / nt

Chatham Massachusetts Vacation Rentals - Home

3BR / 2BA - Sleeps 7 - Chatham Home

Deeded Path That Leads Right To Beach Just South Of Lighthouse Beach Area! The Property Is Also About...

$272 - $372 / nt

Chatham Massachusetts Vacation Rentals - Home

6BR / 4BA - Sleeps 12 - Chatham Home

Wonderful vacation home on one acre of land. Very private backyard in Charming Chatham. Boasts all of...

$358 - $422 / nt

Chatham Massachusetts Vacation Rentals - Home

3BR / 4BA - Sleeps 8 - Chatham Home

Lovely bright home with waterviews and central A/C in North ChathamStunning, beautifully furnished and...

$429 - $858 / nt

Chatham Massachusetts Vacation Rentals - Home

3BR / 4BA - Sleeps 6 - Chatham Home

Beautifully updated ranch in ChathamGorgeous fully renovated home in a quiet neighborhood. Open floor...

$158 - $315 / nt

Chatham Massachusetts Vacation Rentals - Home

3BR / 2BA - Sleeps 6 - Chatham Home

52 PLEASANT STREETEasy access to Pleasant Street Beach. The property has 3 bedrooms, two with 2 single...

$172 / nt

Chatham Massachusetts Vacation Rentals - Apartment

1BR / 1BA - Sleeps 2 - Chatham Apartment

73 Main Street, Unit #8Charming second- story condominium apartment located right across the street...

$150 - $193 / nt

Chatham Massachusetts Vacation Rentals - Home

3BR / 3BA - Sleeps 6 - Chatham Home

36 Bearses By WayEnjoy this 3 bedroom 2 1/2 bath home right in the heart of downtown Chatham! Walk to...

$315 - $515 / nt

Chatham Massachusetts Vacation Rentals - Home

4BR / 2BA - Sleeps 8 - Chatham Home

Pet friendly home with central airComfortable 4 bedroom cape on a quiet street in Riverbay Estates. Convenient...

$229 / nt

Chatham Massachusetts Vacation Rentals - Home

4BR / 3BA - Sleeps 8 - Chatham Home

A Rental Property That You Will Want To Return To Year After Year! Beautiful Four Bedroom/3. 5 Bath...

$658 / nt

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Chatham, MA Travel Tips

Situated on the southeastern tip of Cape Cod is the town of Chatham, MA. This charming town is a pleasant place for families to unwind and spend valuable and fun time together. For the most relaxing experience possible, people will want to skip hotels in favor of Chatham rentals. For the best selection of Chatham vacation rentals online, you're in the right place. Vacation Home Rentals has well-maintained properties available for rent by owner. By booking with us, you can save money and enjoy the comforts of home. When planning a trip to Chatham, there are a few tips that can make the stay more comfortable for all.
During the winter, Chatham is quieter than in the busy summer months. For families that prefer to avoid crowds, this is a good time to visit. Keep an eye on the average temperatures for the month that you'll be visiting Chatham. The warmest months of the year are July and August, with top temperatures averaging 75 degrees Fahrenheit. The coldest month of the year is January, with average lows at 24 degrees Fahrenheit and highs at 38 degrees Fahrenheit. Checking out the weather will help make packing for the family easier. When traveling in peak season, be sure to book Chatham vacation rentals in advance to save time and money.
Attractions
Rest and relaxation are two of the most important reasons why tourists stay in vacation rentals. Chatham, MA, has so many attractions that at the end of a fun-filled day, families will appreciate a good night's sleep. A popular destination for families is the Atwood House Museum. The museum is a great way to learn about the history of Cape Cod and to view the area's art while staying in Chatham, MA, rentals. Another interesting museum to visit is the Chatham Railroad Museum, which is located in an 1887 railroad depot that has been restored. The Chatham Lighthouse is another popular destination when visiting the city. To visit the lighthouse, tourists may arrange for a tour on dates that have been set aside by the Coast Guard Auxiliary. For many tourists staying in Chatham rentals, the beaches are one of the main attractions. Public beaches include Ridgevale Beach, Harding Beach, Cockle Cove Beach, and more. Parks are another way that families can enjoy their vacation. Parks such as Chase Park offer great outdoor fun and have picnic areas and charcoal grills. Also located in Chatham is the Monomoy National Wildlife Refuge, Samuel Hawes Park, Sears Park, and Volunteer Park.
Events
Hotels are often overcrowded and noisy when the city is hosting a special event. The calm atmosphere and convenience of staying in Chatham, MA, vacation rentals is a benefit for many tourists. Families on vacation will appreciate this convenience and can better enjoy the event's festivities. Festivals, fairs and other events take place throughout the year. In June, for instance, there is the annual Chatham Harbor Run and the Classic Car Invitational. For the children in the family, there are games for kids, while adults can enjoy a beer with their bratwurst and other German fare. Thanksgiving is a great time to travel to and stay in vacation rentals in Chatham, MA. Before indulging in a Thanksgiving Day meal, families can run or walk together in the annual Turkey Trot. Also during the holiday season, don't miss the annual Chatham Christmas Stroll.
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