Chatham Vacation Rentals

226 Rentals

List Map
Sort:
1  2  3  4  5 

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
Chatham Massachusetts Vacation Rentals - Home

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
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
Chatham Massachusetts Vacation Rentals - Home

3BR / 3BA - Sleeps 8 - Chatham Home

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

3BR / 2BA - Sleeps 6 - Chatham Home

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

Chatham Massachusetts Vacation Rentals - Home

3BR / 2BA - Sleeps 7 - Chatham Home

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

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

4BR / 2BA - Sleeps 10 - Chatham Home

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

Chatham Massachusetts Vacation Rentals - Home

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 / 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
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

6BR / 2BA - Sleeps 10 - Chatham Home

Owner Will Allow Tenants To Bring A Dog! ! Charming Antique Home Which Is Just A 5 Minute Walk To Stage...

$393 - $608 / 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

Chatham Massachusetts Vacation Rentals - Home

3BR / 1BA - Sleeps 6 - Chatham Home

Perfect Getaway That Is So Close To The Beach And Pet Friendly! ! ! This Cozy, Comfortable Beach Cottage...

$208 - $286 / 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

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

4BR / 3BA - Sleeps 10 - Chatham Home

68 Summer Hill Lane CHATHAMCharming Large Post and Beam Cape Style home privately nestled on a quiet...

$400 - $615 / nt

Chatham Massachusetts Vacation Rentals - Home

4BR / 3BA - Sleeps 8 - Chatham Home

185 Indian Hill Road - Property ID: 99369Gorgeous home very close to the Cape Cod Bike Trail and School...

$286 - $500 / nt

Chatham Massachusetts Vacation Rentals - Home

4BR / 3BA - Sleeps 8 - Chatham Home

Classic old- style Cape Cod home overlooking Chatham Harbor with private stairs leading down to Lighthouse...

$458 - $529 / nt

Chatham Massachusetts Vacation Rentals - Home

4BR / 4BA - Sleeps 8 - Chatham Home

Lovely renovated home with central air just steps away from Lighthouse Beach. Lovely renovated home just...

$672 - $679 / nt

Chatham Massachusetts Vacation Rentals - Home

5BR / 2BA - Sleeps 8 - Chatham Home

195 Cedar Street Chatham - ID# 106000Location, location, location! Only ½ mile to the beach at Oyster...

$243 - $422 / nt

Chatham Massachusetts Vacation Rentals - Home

4BR / 3BA - Sleeps 8 - Chatham Home

169 Lime Hill Road CHATHAMThis magnificent and well- appointed home is the epitome of luxury living with...

$543 - $643 / 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

2BR / 2BA - Sleeps 6 - Chatham Home

Lovely 2 bedroom home located in a prime location between Lighthouse Beach and Chatham Village. Charming,...

$172 - $358 / 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 - Home

3BR / 2BA - Sleeps 6 - Chatham Home

196 Joshua Jethro RoadThis great new listing in Riverbay has been freshly rejuvenated with a new granite...

$115 - $229 / nt

Chatham Massachusetts Vacation Rentals - Apartment

2BR / 2BA - Sleeps 4 - Chatham Apartment

11 CHATHAM BARS AVENUEVery attractive and spacious second story condominium. Located in the true heart...

$150 - $250 / 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

5BR / 3BA - Sleeps 10 - Chatham Home

Waterfront Large Older Home Waterfront On Millpond! ! Who Could Ask For More! ! ! Property Is 4/10...

$540 - $772 / nt

Chatham Massachusetts Vacation Rentals - Home

4BR / 2BA - Sleeps 8 - Chatham Home

Newer Updated Home With Lovely Views Of Stetson Cove! Central Air Conditioning, Wireless Internet,...

$172 - $558 / nt

Chatham Massachusetts Vacation Rentals - Home

3BR / 3BA - Sleeps 7 - Chatham Home

ATTENTION ALL BEACH LOVERS! ! Access across the street to right of way path that leads to the beach,...

$315 - $458 / nt

Chatham Massachusetts Vacation Rentals - Home

3BR / 2BA - Sleeps 6 - Chatham Home

GREAT SPOT FOR BEACH LOVERS! Nice waterviews from first and second floor decks and just 200 yards to...

$472 / nt

Chatham Massachusetts Vacation Rentals - Home

3BR / 2BA - Sleeps 6 - Chatham Home

Comfortable Home With So Much To Offer! Central Air Conditioning, Cozy Living Room, Sunny Family Room...

$158 - $229 / nt

Chatham Massachusetts Vacation Rentals - Apartment

1BR / 1BA - Sleeps 4 - Chatham Apartment

Great Location Directly Across From Lighthouse Beach! ! Sought After Old Village Location, Immaculate...

$136 - $161 / nt

Chatham Massachusetts Vacation Rentals - Home

3BR / 4BA - Sleeps 6 - Chatham Home

Short Walk to Private Association Beach. This is a spacious 3 bedroom, 4 ½ bath home contemporary home...

$572 - $600 / nt

Chatham Massachusetts Vacation Rentals - Home

3BR / 3BA - Sleeps 6 - Chatham Home

251 Joshua JethroPET FRIENDLY Wonderful three bedroom three bath Cape- style home in the Riverbay community...

$80 / nt

Chatham Massachusetts Vacation Rentals - Home

3BR / 3BA - Sleeps 6 - Chatham Home

Luxury awaits you in the heart of downtown Chatham! Just up the elegant stairs from the Village below...

$1,428 / nt

Chatham Massachusetts Vacation Rentals - Home

4BR / 5BA - Sleeps 8 - Chatham Home

464 Shore RoadWaterfront home with heated pool in Chatham. This four bedroom sophisticated contemporary...

$2,000 / nt

Chatham Massachusetts Vacation Rentals - Home

6BR / 6BA - Sleeps 16 - Chatham Home

Pet Friendly! Relax and enjoy this Chatham, Cape Cod Vacation Rental Home 6 bedroom 6. 5 bath luxury...

$1,475 / nt

Chatham Massachusetts Vacation Rentals - Home

4BR / 4BA - Sleeps 10 - Chatham Home

On the Water! With Central Air and Wireless Internet- Pet Friendly too (for Dogs only- ask your rental...

$600 / nt

1  2  3  4  5 

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.
Loading...
Click for larger map
Loading...
Show big map »
  • Price

  • Bedrooms

    Sleeps

  • Amenities

    • Show More...