Discover a selection of 2,500 vacation rentals in Chatham, MA that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and air conditioning. Prices start at $195 per night, and houses and cottages are popular options for a stay in Chatham. Either way, you'll find a rental for everyone's needs.
Destination guide

Find beachfront fun with a Chatham house rental

Enjoying the most coastline of any town in the area, Chatham features Cape Cod house rentals with plenty of space and very short walks to the water. Gorgeous sunsets make this lovely town glow by evening. Visit the picturesque Chatham Lighthouse or some of the many historic homes and buildings to learn the area’s history. If you visit in July, don’t miss the Cape Cod Hydrangea Festival, which features tours of meticulously maintained private backyard gardens and benefits local nonprofits.

Things to do

Tourist attractions near Chatham vacation rentals

Chatham offers many points of interest for history lovers and is a great place to explore Cape Cod’s maritime past. Originally a fishing village, the town still boasts its famous lighthouse, with many of the buildings dating back to the 18th century. Visit Chatham’s popular railroad museum, which dates back to 1887 and houses hundreds of exhibits, including both models and full-size engines that the whole family will enjoy. Experience the area’s colonial past at Caleb Nickerson Homestead, or see how life in the area used to be at Chatham’s Old Grist Mill, built in 1797.


Things to do near Chatham vacation homes

No visit to Chatham is complete without a day at one of the area’s pristine, white sandy beaches. You may even catch a glimpse of the local seals at the famous Chatham Lighthouse Beach, or handsome Harding Beach. The area is well-suited to sea lovers, with many exciting ways to enjoy the waves. Chatham vacation rentals mean you're in a prime position to get involved in the local sport-fishing scene, hire a boat for the day, or take a windsurfing lesson. Alternatively, sign up for a seal tour and get a close-up view of these fascinating creatures.


Local weather for your trip to Chatham vacation homes

You can't beat Chatham for a warm, sunny beach holiday complemented by Cape Cod’s cool, Atlantic breeze. The town is at its most lively in the summer months when the weather is reliably warm, with comfortable average highs of around 70 F between June and September. The weather makes the area perfect for outdoor activities such as hiking, biking, or golfing, with wonderful views of the Atlantic Ocean from the Seaside Links. Many Chatham vacation rentals are located within walking distance of the area’s white, sandy beaches.

Natural features

See Cape Cod’s wild side in Chatham

Just a short, scenic trip away from Chatham is the island of Monomoy, home to the famous Monomoy National Wildlife Refuge. Originally intended as a safe haven for many of the area’s beautiful migratory birds, the refuge is an exciting way to encounter the wilder inhabitants of Cape Cod. Seals are abundant in the area, and walkers may catch a glimpse of them following behind fishing boats and pleasure cruisers. Whales can often be sighted breaching as you stroll along the coast. Chatham also boasts numerous conservation trails, allowing visitors to explore the area’s rich flora and fauna.

How to get there

Traveling to and around Chatham

The nearest airport is in Hyannis, MA (HYA-Barnstable Municipal), located 16.8 mi (27 km) from the city center. If you can't find a flight that works for your travel itinerary, you can also fly into Nantucket, MA (ACK-Nantucket Memorial), which is 29.9 mi (48.1 km) away.

Family friendly

Family attractions near Chatham vacation rentals

Chatham has plenty of family-friendly attractions for kids of all ages. Vacation homes are close to places like the Cape Cod National Seashore, a shoreline with miles of dunes, sandy beaches, salt marshes, and hiking trails, and the Chatham Lighthouse, a historic lighthouse with a keeper’s cottage and spectacular views. You may also like Monomoy National Wildlife Refuge, a protected habitat for migratory birds and salt and freshwater marshes.

Good for couples

Romantic vacation homes in Chatham

Couples looking for romance can enjoy an array of attractions in Chatham. Vacation rentals can be found near places like Atwood Museum, a restored historic home with galleries exploring the history and culture in the region, and Kate Gould Park, a vibrant park with recreation areas and festivals. You'll also like Linnell Landing Beach, a bayside beach with scenic sunsets and calm waters for swimming and kayaking.

How many vacation rentals are available around Chatham, MA?

Our 2020 property listings offer a large selection of 2,280 vacation rentals around Chatham. From 2,069 house rentals to 243 cottage rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What is the best area to stay when traveling to Chatham?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Chatham:

  • Bass River: 705 vacation rentals
  • Indian Neck Heights: 31 vacation rentals
  • Pleasant Point: 78 vacation rentals
  • West Brewster: 119 vacation rentals
  • Sea Pines: 83 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular point of interests near where I can stay when traveling to Chatham?

Vrbo offers a large selection of vacation rentals near lovely places in Chatham. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Chatham Windmill: 3,059 vacation rentals
  • Chatham Lighthouse: 2,976 vacation rentals
  • Caleb Nickerson House: 3,127 vacation rentals
  • Chatham Seaside Links: 3,070 vacation rentals
  • Veterans Field: 3,111 vacation rentals

But there are many other points of interest around Chatham listed on Vrbo where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Chatham?

Yes, of course. Vrbo has 2,069 Houses in Chatham. Our other popular types of vacation rentals in Chatham include:

  • Cottages: 243 rentals available
  • Condos/Apartments: 166 rentals available
  • Cabins: 243 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Bungalows and more.

Can I find a vacation rental with pool in Chatham?

Yes, you can select your preferred vacation rental with pool among our 231 vacation rentals with pool available in Chatham. Please use our search bar to access the selection of vacation rentals available.

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