Search Chatham, MA accommodations

1503 available accommodation offers

7 nights
2
1
  • airbnb
  • booking
  • stayz
  • expedia
  • hotelscom
  • tripadvisor
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Chatham, MA accommodation
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

1503 Best accommodations in Chatham, MA

Popular Accommodations by the Sea in Chatham, MA

Open your living room doors directly onto the shore at accommodation by the sea in Chatham, MA.

Charming Dog Friendly North Chatham Ranch - Chatham, MA
10 2 reviews

Charming Dog Friendly North Chatham Ranch

apartment, Chatham
This pet-friendly holiday flat in North Chatham offers a seaside location, a 13-minute walk to Cape Cod Beaches and a 10-minute walk to the Chatham Shark Centre.
This 132 square metre apartment accommodates up to four guests, featuring two bedrooms, two bathrooms, a kitchen with a fridge, microwave oven and dishwasher, air conditioning, a terrace/balcony, garden, and on-site covered parking.

Popular City Centre Accommodations in Chatham, MA

Find accommodation in the heart of Chatham, MA close to beaches, shops and dining.

Beautiful Downtown Chatham 1 Bed, Near Oyster Pond - Chatham, MA
10 77 reviews

Beautiful Downtown Chatham 1 Bed, Near Oyster Pond

apartment, Chatham
This Chatham apartment is a one-minute walk from the town centre and 0.7km from Oyster Pond Beach, offering easy access to shops, restaurants, Veterans Field (home of the Chatham A's), and The Squire.
The newly renovated flat features a queen-sized bed, a fully equipped kitchen including a dishwasher and coffee maker, a smart TV, and a private patio, sleeping up to two guests.
Chatham Village - Adorable Studio Apartment In Antique Home - Chatham, MA
9.4 100 reviews

Chatham Village - Adorable Studio Apartment In Antique Home

studio, Chatham
This Chatham apartment, less than 1.6km from Mayo House and Cape Cod beaches, offers easy access to local attractions including the Chatham Windmill and Atwood House Museum, all within a 24km radius.
The self-catering flat features one bedroom, one bathroom, sleeps two guests, and includes a kitchen with fridge and microwave, a terrace, free Wi-Fi, a parking space and access to a spa.
Centrally Located Home W/ Patio Fire Pit! - Chatham, MA
9.6 82 reviews

Centrally Located Home W/ Patio Fire Pit!

apartment, Chatham
This charming house is located in Chatham, just a 1.5km walk from Veterans Field and Cape Cod Beaches, offering a peaceful seaside retreat. The accommodation has received excellent ratings for location, cleanliness and overall user experience.
The house spans 155 square meters and comfortably accommodates up to 9 guests with 4 bedrooms and 3 bathrooms. Enjoy a fully equipped kitchen, a garden with barbecue grills, and modern amenities including air conditioning, internet access, and a washing machine.
Chatham Village:  Lovely 1-bedroom Apartment In Antique Home - Chatham, MA
9.8 126 reviews

Chatham Village: Lovely 1-bedroom Apartment In Antique Home

apartment, Chatham
This Chatham apartment is centrally located, less than 1.6km from Mayo House and Cape Cod beaches, and within a 24km radius of the Chatham Windmill and Atwood House Museum.
The one-bedroom flat sleeps two, boasts a fully equipped kitchen, private patio, in-unit laundry, free Wi-Fi, and access to a communal barbecue and spa; enjoy easy access to local attractions.

Frequently asked questions about accommodations in Chatham, MA

  • What outdoor activities can visitors enjoy in and around Chatham, MA?

    Chatham is a haven for outdoor lovers. You can spend your days swimming, sunbathing, or surfing at one of the many beautiful beaches. The Chatham Coastal Trail is a great way to explore the area on foot or by bike. There are also plenty of opportunities for kayaking, paddleboarding, and fishing. For a truly unique experience, take a whale-watching tour from Chatham Harbor.
  • What are the best accommodations in Chatham, MA?

    Among the accommodations in Chatham, MA, #3 (1 King Bed With Private Bath In Room), The Chatham Motel and Chatham Wayside Inn are the most popular ones.

  • When is the ideal time to plan a trip to Chatham, MA?

    The best time to visit Chatham is during the summer months, from June to August. The weather is warm and sunny, and there are plenty of events and activities going on. If you're looking for a more relaxed and less crowded experience, you might consider visiting in the shoulder seasons, spring or autumn. The fall foliage is particularly beautiful in October and November.
  • What are the best accommodations with a pool in Chatham, MA?

    The Chatham Motel, Chatham Wayside Inn and Upper Deluxe Two Bedroom Cottage are the best accommodations with a pool in Chatham, MA.

  • What nearby towns or cities can be explored from Chatham, MA?

    There are several charming towns and cities within easy reach of Chatham. You can take a day trip to the historic town of Falmouth, which is about 30 minutes away. Or visit the bustling city of Provincetown, which is about an hour away. For a more relaxing experience, head to the quaint village of Orleans, which is about 15 minutes away.
  • What are the best accommodations with a jacuzzi in Chatham, MA?

    The best accommodations with a jacuzzi in Chatham, MA are Captain's House Inn, Upper Deluxe Two Bedroom Cottage and Slate House - A Modern Waterfront Getaway.

  • What amenities can travelers expect from accommodations in Chatham, MA?

    Chatham has a wide range of accommodation options, from cozy bed and breakfasts to luxurious hotels. Most accommodations offer amenities like Wi-Fi, parking, and breakfast. Many also have swimming pools, hot tubs, and fitness centres. You can find accommodations that cater to families, couples, and groups of friends.
  • What are the best accommodations for families and kids in Chatham, MA?

    The best accommodations for families and kids in Chatham, MA are The Chatham Motel, Chatham Wayside Inn and Upper Deluxe Two Bedroom Cottage.

  • What are the best pet friendly accommodations in Chatham, MA?

  • What are the best accommodations with parking in Chatham, MA?

    #3 (1 King Bed With Private Bath In Room), The Chatham Motel and Chatham Wayside Inn are the best accommodations with parking in Chatham, MA.

Popular destinations

Guests’ Top-Picked Premium Retreats in Chatham, MA

Bask in private seaside exclusivity with high-end architecture at luxury beach accommodation in Chatham, MA.

This Lovely Condo Location In Town, Has Both A Brick Patio And Deck For You To Enjoy Your Morning Coffee On! - Chatham, MA
9.8 6 reviews

This Lovely Condo Location In Town, Has Both A Brick Patio And Deck For You To Enjoy Your Morning Coffee On!

apartment, Chatham
This downtown Chatham flat offers a prime location, just a short walk to Oyster Pond and within easy reach of local shops, eateries, and entertainment venues.
This one-bedroom flat accommodates up to three guests with a queen bed and a sofa bed, featuring a full kitchen, Wi-Fi, air conditioning, a private deck with a gas grill, and includes one parking space.

Popular Accommodations with a Swimming Pool in Chatham, MA

Find beach accommodation with a pool in Chatham, MA for the ultimate island swim.

The Mansion At Ocean Edge Resort & Golf Club - Chatham, MA
8.2 96 reviews

The Mansion At Ocean Edge Resort & Golf Club

manor house, Brewster
The Mansion at Ocean Edge, a resort in Brewster, offers direct beach access and is located 15.8 kilometres from Mayflower Beach and 1.2 kilometres from Ocean Dunes Golf Club.
This family-friendly resort provides an on-site spa, multiple dining options including a restaurant with garden views and a bar, a swimming pool, a fitness centre, and tennis courts, with complimentary parking available.
Ocean Edge Luxury Condo,  Constantly Updated, Just Steps To Arbor Pool - Chatham, MA
10 135 reviews

Ocean Edge Luxury Condo, Constantly Updated, Just Steps To Arbor Pool

apartment, Brewster
This apartment is situated on the 9th fairway of the Ocean Edge Golf Club in Brewster, just a short distance from the beach and the Rail Trail Bike Shop. It has received excellent user ratings, indicating a high level of satisfaction from previous guests.
This 139 square metre apartment has three bedrooms and two bathrooms, comfortably accommodating up to six guests. The apartment offers a range of amenities, including a fully equipped kitchen, a swimming pool, a spa, a terrace, parking, and access to the Ocean Edge Resort amenities, making it a great choice for a relaxing and enjoyable stay in Brewster.
Luxury Home W/ Salt Water Pool Overlooking Ocean - Chatham, MA
10 32 reviews

Luxury Home W/ Salt Water Pool Overlooking Ocean

apartment, Chatham
This luxurious four-bedroom Chatham property boasts breathtaking views of Buck's Creek and Nantucket Sound, offering easy access to Chatham's town centre and beaches (distances unspecified).
The 5-bathroom dwelling, sleeping up to 10 guests, includes a chef's kitchen with a 3.66-metre eat-in island, a cathedral-ceiling living room, swimming pool, jacuzzi, garden, parking, and internet access; pets are welcome.
Luxury Home With Pool, Hot Tub & Water View - Chatham, MA
No reviews

Luxury Home With Pool, Hot Tub & Water View

house, Chatham
This luxury residence is located on a cove in Chatham, offering water views and a 10-minute drive to downtown Chatham's amenities.
This five-bedroom, five-and-a-half-bathroom property accommodates up to 12 guests, featuring a heated swimming pool, hot tub, gas fire pit, and a chef's kitchen, with proximity to Jacknife and Lighthouse Beaches.

Your Guide to Kid-Friendly Accommodation in Chatham, MA

Give the family a spacious shoreline base camp steps from the waves at family beach accommodation in Chatham, MA.

Pristine Chatham Home Walkable To Town, Cbi, Fish Pier And Baseball Field - Chatham, MA
10 14 reviews

Pristine Chatham Home Walkable To Town, Cbi, Fish Pier And Baseball Field

apartment, Chatham
Walk 2beach, Pool, Hot Tub, Gameroom, Petsok - Chatham, MA
10 15 reviews

Walk 2beach, Pool, Hot Tub, Gameroom, Petsok

apartment, Chatham
The Knoll - Chatham, MA
9.9 306 reviews

The Knoll

apartment, Chatham
Close To Everything In Chatham - Chatham, MA
9.9 216 reviews

Close To Everything In Chatham

apartment, Chatham

Find Dog-Friendly Accommodations in Chatham, MA

Let your dog run wild through the sand and surf at these pet-friendly beach accommodations in Chatham, MA.

Beautifully Renovated Home, Outdoor Space, Pets Ok - Chatham, MA
10 27 reviews

Beautifully Renovated Home, Outdoor Space, Pets Ok

apartment, Chatham
Cape Escape Chatham 5 Star Beach Chic 5 Min Walk To Beach-newly Renovated Private Retreat Ac - Chatham, MA
10 1 review

Cape Escape Chatham 5 Star Beach Chic 5 Min Walk To Beach-newly Renovated Private Retreat Ac

house, Chatham
Waterfront Chatham Retreat W/ Wifi Privacy - Chatham, MA
No reviews

Waterfront Chatham Retreat W/ Wifi Privacy

house, Chatham
Dog-friendly Home W/yard, Deck, Free Wifi, New Gas Grill - Walk To The Beach - Chatham, MA
9.2 27 reviews

Dog-friendly Home W/yard, Deck, Free Wifi, New Gas Grill - Walk To The Beach

apartment, Chatham

Popular Accommodations with Balconies in Chatham, MA

Take in spectacular coastal sunrises right from your private beach accommodation with a balcony in Chatham, MA.

Lovely Home W/free Wifi/spacious Patio/spiral Staircase - Near Shops/restaurants - Chatham, MA
9.0 26 reviews

Lovely Home W/free Wifi/spacious Patio/spiral Staircase - Near Shops/restaurants

apartment, Brewster
Beautifully Renovated Second-floor Condo At Ocean Edge Resort. - Chatham, MA
10 10 reviews

Beautifully Renovated Second-floor Condo At Ocean Edge Resort.

apartment, Brewster
Great Location Outdoor Space Dog Friendly - Chatham, MA
9.7 102 reviews

Great Location Outdoor Space Dog Friendly

apartment, Chatham
Sophisticated Chatham Oasis With Pool & Spa Rpam062 - Chatham, MA
10 9 reviews

Sophisticated Chatham Oasis With Pool & Spa Rpam062

apartment, Chatham

Best Chatham, MA accommodations with a kitchen

Charming Downtown Chatham - Chatham, MA
10 50 reviews

Charming Downtown Chatham

apartment, Chatham
Quaint Chatham Getaway - Chatham, MA
9.8 32 reviews

Quaint Chatham Getaway

apartment, Chatham
Waterfront On Private Lake! - Chatham, MA
9.2 59 reviews

Waterfront On Private Lake!

apartment, Chatham
Bright Condo On Private Beach - Chatham, MA
9.7 30 reviews

Bright Condo On Private Beach

apartment, Chatham
©2026 cozycozy.com