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Chatham, MA accommodation
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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.

Poppy's Place: Cape Escape For Family & Friends - Chatham, MA
9.0 2 reviews

Poppy's Place: Cape Escape For Family & Friends

apartment, Chatham
This four-bedroom, three-bathroom Chatham holiday home is situated in a peaceful neighbourhood, 0.4km from Goose Pond and 1km from Schoolhouse Pond, offering easy access to beaches, bike paths and the town centre (4.2km).
The spacious 145 square metre property boasts three levels, including a lower-level bonus room with private patio, sleeps up to 10 guests, features a fully equipped kitchen, and includes the Xplorie amenity package offering £600 worth of free tickets to local attractions.

Popular City Centre Accommodations in Chatham, MA

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

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.
Steps To Oyster Pond Private Dock! - Chatham, MA
10 55 reviews

Steps To Oyster Pond Private Dock!

apartment, Chatham
This Chatham seaside property, less than 2km from Atwood House Museum, Chatham Windmill, and other local attractions, offers stunning ocean views.
The 254 square metre house sleeps eight guests in three bedrooms and three bathrooms, boasting a fully equipped kitchen, terrace, garden, parking, and barbecue facilities.
Walk To Chatham Main St., Boutiques, Restaurants, Galleries, And Nightlife! - Chatham, MA
10 108 reviews

Walk To Chatham Main St., Boutiques, Restaurants, Galleries, And Nightlife!

apartment, Chatham
This Chatham holiday home enjoys a central location, less than 1.6km from the Monomoy Theatre and Chatham Drama Guild, and within a 2.4km radius of the Chatham Railroad Museum and Mayo House.
The 158 square metre property offers two bedrooms, two bathrooms, sleeps three guests, and boasts a fully equipped kitchen, private terrace, garden, spa, tennis court, and parking; free Wi-Fi is available throughout.
Chatham Condo Steps To Town Beaches+cbi+squire - Chatham, MA
10 15 reviews

Chatham Condo Steps To Town Beaches+cbi+squire

apartment, Chatham
This Chatham apartment, situated in the town centre, is a short walk from Main Street's shops and restaurants, and less than 1.3km from Chatham Light Beach and the Chatham Bars Inn.
The two-bedroom, one-bathroom flat, sleeping up to five guests, boasts a full kitchen with dishwasher, air conditioning, private parking, and is located above the Viera Restaurant.

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.

111 M² House ∙ 2 Bedrooms ∙ 4 Guests - Chatham, MA
10 2 reviews

111 M² House ∙ 2 Bedrooms ∙ 4 Guests

house, Chatham
This Chatham holiday home is situated near Schoolhouse Pond, a short drive (approximately 1.6km) from Hardings Beach, Chatham town centre, Coast Guard Beach, and the Cape Cod Rail Trail.
The 110 square metre property boasts a two-bedroom, two-bathroom layout sleeping four guests, includes a fully equipped kitchen, spa, garden, parking, and the Xplorie $750 attraction pass.

Popular Accommodations with a Swimming Pool in Chatham, MA

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

Exceptional Mid-cape Oasis With Many Amenities! - Chatham, MA
9.6 24 reviews

Exceptional Mid-cape Oasis With Many Amenities!

apartment, Harwich
This apartment is ideally located in Harwich, just 16km from the charming town of Chatham and 48km from Provincetown. The property has excellent user, location, and cleanliness ratings, indicating a high-quality stay.
This spacious home has four bedrooms and three bathrooms, comfortably accommodating up to eight guests. The apartment offers a range of amenities, including a swimming pool, jacuzzi, terrace, garden, and parking, ensuring a relaxing and enjoyable stay.
Charming Second-floor Retreat With A Full Kitchen And Balcony View - Chatham, MA
9.2 39 reviews

Charming Second-floor Retreat With A Full Kitchen And Balcony View

apartment, Brewster
This apartment is situated within the historic town of Brewster, offering a prime location on Cape Cod, 2.3 kilometres from Ellis Landing Beach and 29 kilometres from the National Seashore, with Provincetown 51 kilometres away.
This 88-square-metre flat features two bedrooms and two bathrooms, accommodating up to six guests with an open-concept living and kitchen area, air conditioning, a swimming pool, and access to resort amenities.
Pool Half Mile To Beach - Chatham, MA
No reviews

Pool Half Mile To Beach

house, Harwich
This five-bedroom Harwich holiday home is situated 0.8km from the beach, 19km from Nauset Lighthouse, and within 29-40km of attractions such as Wellfleet Bay Wildlife Sanctuary and the Cape Cod National Seashore.
The 254 square metre property boasts a private garden, swimming pool, parking, and sleeps up to 19 guests, offering a fully equipped kitchen, four bathrooms, and free Wi-Fi.
Pool, Half Mile To Beach! - Chatham, MA
9.7 7 reviews

Pool, Half Mile To Beach!

apartment, Harwich
This Harwich holiday home enjoys a hilltop position, 0.8km from Jackknife Beach, 0.6km from the Wequassett Resort, and 2.6km from the Eastward Ho! Golf Course.
Sleeping ten guests, this five-bedroom property boasts three bathrooms, a kitchen with dishwasher, a private unheated swimming pool (open Memorial Day to Labor Day), a games room, and parking, plus Wi-Fi and air conditioning.

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.

Charming 4-bedroom House With Ac And Wifi Steps From Wequassett Resort - Chatham, MA
10 3 reviews

Charming 4-bedroom House With Ac And Wifi Steps From Wequassett Resort

apartment, Harwich
A Well-appointed Getaway Near Beach, Wifi, Gas Grill, Fireplace - Chatham, MA
10 17 reviews

A Well-appointed Getaway Near Beach, Wifi, Gas Grill, Fireplace

apartment, Chatham
Walk To Ridgevale Beach - Chatham, MA
9.9 137 reviews

Walk To Ridgevale Beach

apartment, Chatham
Water View-walk Town/beach, Pets Considered, Linen Option - Chatham, MA
10 119 reviews

Water View-walk Town/beach, Pets Considered, Linen Option

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.

235 M² House ∙ 4 Bedrooms ∙ 10 Guests - Chatham, MA
9.4 10 reviews

235 M² House ∙ 4 Bedrooms ∙ 10 Guests

house, Chatham
Spacious 2 Family Home! Plenty Of Room! - Chatham, MA
9.0 2 reviews

Spacious 2 Family Home! Plenty Of Room!

apartment, Chatham
Stay In Harwich This Summer, Prime Weeks Available - Chatham, MA
9.0 18 reviews

Stay In Harwich This Summer, Prime Weeks Available

apartment, Harwich
Spacious Home With Deck And Fire Pit - Chatham, MA
No reviews

Spacious Home With Deck And Fire Pit

house, Brewster

Popular Accommodations with Balconies in Chatham, MA

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

2 Mi To Beach! Cape Cod Family Retreat W/ Deck - Chatham, MA
No reviews

2 Mi To Beach! Cape Cod Family Retreat W/ Deck

house, Brewster
West-facing Pure Waterfront Home In Orleans, Overlooking Arey's Pond - Chatham, MA
9.4 24 reviews

West-facing Pure Waterfront Home In Orleans, Overlooking Arey's Pond

apartment, Orleans
Enjoy Harwich, Pool, Large Hot Tub & Ac! - Chatham, MA
No reviews

Enjoy Harwich, Pool, Large Hot Tub & Ac!

house, Harwich
Ping-pong & Backyard: Spacious Chatham Retreat - Chatham, MA
10 1 review

Ping-pong & Backyard: Spacious Chatham Retreat

house, Chatham

Best Chatham, MA accommodations with a kitchen

The Gables: 364-c  Chatham Resort Style Estate With Heated Pool, Close To Everything - Chatham, MA
10 15 reviews

The Gables: 364-c Chatham Resort Style Estate With Heated Pool, Close To Everything

apartment, Chatham
Walk To The Beach At Little Pleasant Bay From This Newly Decorated Cottage! - Chatham, MA
9.8 10 reviews

Walk To The Beach At Little Pleasant Bay From This Newly Decorated Cottage!

apartment, Orleans
Beautiful Home Overlooking Emery Pond - Chatham, MA
9.7 19 reviews

Beautiful Home Overlooking Emery Pond

apartment, Chatham
Chatham Vibes - Chatham, MA
10 27 reviews

Chatham Vibes

apartment, Chatham
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