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Chatham, MA accommodations
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1503 Lodgings in Chatham, MA

Find the Best Seaside Lodgings in Chatham, MA

Plan a refreshing beach-town holiday at these seaside accommodations in Chatham, MA, located just a short distance from popular coastal attractions.

Movie Theater Room, Direct Access To Bike Trail! - Chatham, MA
9.4 16 reviews

Movie Theater Room, Direct Access To Bike Trail!

apartment, Chatham
This Chatham colonial-style home is situated near Forest Beach on Nantucket Sound, approximately one mile away, and provides direct access to the Cape Cod Rail Trail.
The three-bedroom, two-bathroom house sleeps seven guests and features a spacious open-concept living area upstairs, a ground-floor media room, a fully equipped kitchen with dishwasher, a private garden with a deck, fire pit, and gas grill (seasonal), plus amenities such as WiFi, AC, and an EV charger.

Best family friendly Chatham, MA lodging

Among the 1503 accommodations in Chatham, MA, here are the 4 best for families

Slate House - A Modern Waterfront Getaway - Chatham, MA
9.9 318 reviews

Slate House - A Modern Waterfront Getaway

apartment, Chatham
This waterfront apartment in Chatham is a tranquil and secluded escape, offering panoramic water views from almost every room. Just a short walk from a dog-friendly beach, it's an ideal choice for those seeking a relaxing getaway.
With excellent user, location, and cleanliness ratings, this spacious apartment features 3 bedrooms, 2 bathrooms, and can accommodate up to 9 guests. It boasts modern amenities such as a hot tub, Apple TV, and electric vehicle charger, as well as a fully equipped kitchen and stylish interior.
Walk To Ridgevale Beach - Chatham, MA
9.9 137 reviews

Walk To Ridgevale Beach

apartment, Chatham
This 3-bedroom, 2-bathroom apartment in Chatham is perfect for families and groups of up to 6 people. It has an excellent user rating and location rating, and is praised for its cleanliness.
The apartment has a fully equipped kitchen with a fridge, microwave oven, and dishwasher. It also has air conditioning, a garden, and parking. Guests can enjoy free Wi-Fi and access to a shared pool.
New! 4br Fire Pit, Ping Pong, Movie Room - Chatham, MA
10 2 reviews

New! 4br Fire Pit, Ping Pong, Movie Room

apartment, Harwich
This four-bedroom, two-bathroom apartment in Harwich offers a secluded cul-de-sac setting, located a 10-minute walk from the Cape Cod Rail Trail and a 5-7 minute drive to Red River Beach and Bank Street Beach.
This 1590 sq ft home accommodates up to seven guests and features a movie room with foosball, a popcorn machine, a ping pong table in the garage, a back deck with a gas grill, an outdoor shower, a fire pit, and a dedicated nursery with baby amenities.
The Barn At Chatham Oaks - Chatham, MA
9.6 12 reviews

The Barn At Chatham Oaks

apartment, Chatham
This Chatham vacation home is located near the ocean, less than 1.2 miles from the Chatham Chamber of Commerce and Cape Cod beaches, and within 1.9 miles of Ridgevale Beach and Cockle Cove Beach.
This 4,000-square-foot house boasts seven bedrooms, five bathrooms, and accommodates up to 16 guests, featuring a private pool, sauna, and fully equipped kitchen with a dishwasher; outdoor amenities include a terrace, garden, and barbecue grills.

Frequently Asked Questions about accommodations in Chatham, MA

  • What are the must-see sites in or near Chatham, MA?

    Chatham is full of charm! You've got to see the Chatham Lighthouse, a classic New England landmark. The Chatham Bars Inn is also a popular spot, known for its beautiful grounds. And don't forget to take a stroll along the Chatham Fish Pier, where you can watch the local fishermen bring in their catch.
  • What are the best accommodations in Chatham, MA?

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

  • How can travelers reach Chatham, MA?

    The easiest way to get to Chatham is by car. It's a scenic drive from Boston, about a 2-hour drive down the coast. You can also fly into Boston Logan International Airport (BOS) and rent a car. If you're coming from Cape Cod, you can take the scenic Route 6A, which passes through a lot of charming towns.
  • What are the best accommodations with a pool in Chatham, MA?

    Chatham Wayside Inn, The Chatham Motel and Chatham Seafarer Inn are the best accommodations with a pool in Chatham, MA.

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

    Chatham is a haven for outdoor enthusiasts. You can spend the day at Chatham Beach, known for its beautiful white sand and clear waters. For a more adventurous experience, try kayaking or paddleboarding in the Chatham Harbor. And don't forget to visit the Chatham Light Beach, a popular spot for surfing and windsurfing.
  • What are the best accommodations with a jacuzzi in Chatham, MA?

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

    The best time to visit Chatham is during the shoulder seasons, from April to May and September to October. The weather is still pleasant, but the crowds are smaller and prices are lower. You can enjoy the beautiful fall foliage in the fall and the vibrant spring blooms in the spring.
  • What are the best accommodations for families and kids in Chatham, MA?

    The best accommodations for families and kids in Chatham, MA are Chatham Wayside Inn, The Chatham Motel and Waterfront Chatham Village - Short Walk To Town & Lighthouse Beach.

  • What are the best walking or cycling routes in Chatham, MA?

    For a leisurely stroll, try the Chatham Rail Trail, a paved path that runs along the former Cape Cod Railroad. It's a great way to see the beautiful scenery of Chatham and the surrounding area. For a more challenging ride, try the Chatham to Orleans bike path, which stretches along the coast for about 10 miles.
  • What are the best pet friendly accommodations in Chatham, MA?

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

    You can easily explore the charming towns of Harwich Port, Orleans, and Dennis from Chatham. Each town has its own unique character and attractions. For a bigger city experience, you can head to Hyannis, which is about 30 minutes away and has a bustling downtown area and a ferry terminal to Nantucket and Martha's Vineyard.
  • What are the best accommodations with parking in Chatham, MA?

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

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

    Chatham offers a range of accommodations, from cozy bed and breakfasts to luxurious hotels. Many accommodations offer amenities like swimming pools, hot tubs, and fitness centers. Some also have restaurants and bars on-site. You can find options that fit your budget and preferences.

Popular destinations

Our Favorite Lodgings with a Pool in Chatham, MA

Choosing a lodging in Chatham, MA with a pool means you’ll always have a swimming option to complement a day by the water.

Riviera Sunset - Chatham, MA
No reviews

Riviera Sunset

house, Chatham
Vacation house rental. This accommodation is based in Chatham.
Services and facilities: a terrace, air conditioning and a barbecue.
Families - Enjoy Harwich, Pool, Large Hot Tub & Ac! - Chatham, MA
No reviews

Families - Enjoy Harwich, Pool, Large Hot Tub & Ac!

house, Harwich
This Harwich house is located 15 miles from the Cape Cod National Seashore, 12 miles from Nauset Lighthouse, and 13 miles from Wellfleet Bay Wildlife Sanctuary.
This 2060 sq ft residence accommodates up to 31 guests with 1 bedroom and 3 bathrooms, offering a private balcony, a hot tub, air conditioning, a fully equipped kitchen, and complimentary Wi-Fi and parking.
Stones Throw: 052-cs  Alluring Chatham In-town Home With Pool, Walk To It All - Chatham, MA
10 5 reviews

Stones Throw: 052-cs Alluring Chatham In-town Home With Pool, Walk To It All

apartment, Chatham
This Chatham rental is located in-town, 0.4 miles from Oyster Pond Beach and a 5-minute walk to Main Street's shops and restaurants.
This 2800 sq ft house accommodates up to 10 guests with 4 bedrooms and 3 bathrooms, featuring a heated in-ground pool, hot tub, screened porch, chef's kitchen, and a game room.
Walk 2beach, Pool, Hot Tub, Gameroom, Petsok - Chatham, MA
9.8 51 reviews

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

apartment, Chatham
This luxurious Chatham vacation home, a short walk from Harding's Beach and near paddleboard rentals, offers easy access to scenic walking trails.
The 4-bedroom, 4-bathroom house boasts a private pool and hot tub, fully equipped outdoor kitchen, indoor game room, movie room, fire pit, and accommodates up to 10 guests.

Best Chatham, MA accommodation with a kitchen

Gannet Cottage - A Perfect Chatham Retreat - Chatham, MA
9.9 42 reviews

Gannet Cottage - A Perfect Chatham Retreat

apartment, Chatham
This Chatham, Massachusetts cottage on Lantern Lane offers a secluded retreat surrounded by tall white pines, a short drive from Chatham's beaches and attractions.
The 2-bedroom, 1-bathroom house sleeps 4, features a screened porch, gas grill, private parking, Wi-Fi, and air conditioning, perfect for a relaxing getaway.
Updated Beach House Deck Outdoor Shower! - Chatham, MA
9.8 8 reviews

Updated Beach House Deck Outdoor Shower!

house, Chatham
This Chatham beach house rental is less than 1 kilometer from Forest Beach and 3 kilometers from Ridgevale Beach, offering easy access to Cape Cod's attractions like Nauset Lighthouse (24km away).
The 990-square-foot property features two bedrooms, one bathroom, sleeps six, and includes a fully equipped kitchen with a fridge and dishwasher, air conditioning, free Wi-Fi, cable TV, and an outdoor shower.
Ping-pong & Backyard: Spacious Chatham Retreat - Chatham, MA
9.4 48 reviews

Ping-pong & Backyard: Spacious Chatham Retreat

apartment, Chatham
This South Chatham vacation rental is near Forest Beach and a short distance from downtown Chatham, offering easy access to swimming, shell collecting, shopping, and dining.
The spacious house features four bedrooms, three bathrooms, sleeps eight guests, includes a fully equipped kitchen with a dishwasher, and boasts a private backyard with a gas grill, Smart TVs, board games, a ping pong table, and an on-site yoga studio.
Breathtaking Riverfront Home With A Lovely Deck, Close To Beach - Dogs Ok - Chatham, MA
10 1 review

Breathtaking Riverfront Home With A Lovely Deck, Close To Beach - Dogs Ok

apartment, Chatham
This Chatham waterfront condo offers panoramic views of the Oyster River and Nantucket Sound, located one mile from Harding's Beach and two miles from downtown Chatham.
This dog-friendly rental features 1080 square feet, three bedrooms, two bathrooms, and accommodates up to six guests, with amenities including a wrap-around deck, a grill, and provided beach chairs and toys.

Best Chatham, MA accommodation with a balcony

Waterfront House On Bucks Creek Marsh With Deck, Dock, & Kayaks - Chatham, MA
9.2 47 reviews

Waterfront House On Bucks Creek Marsh With Deck, Dock, & Kayaks

apartment, Chatham
A Contemporary Gem W/cape Character, Dog Friendly! - Chatham, MA
9.6 10 reviews

A Contemporary Gem W/cape Character, Dog Friendly!

apartment, Harwich
Quaint Chatham Home W/beautiful Backyard & Furnished Multi-level Deck, Dogs Ok - Chatham, MA
9.6 104 reviews

Quaint Chatham Home W/beautiful Backyard & Furnished Multi-level Deck, Dogs Ok

apartment, Chatham
Gorgeous Luxury Waterfront Retreat: Pool, Tennis, Pickleball, Kayaks - Chatham, MA
10 7 reviews

Gorgeous Luxury Waterfront Retreat: Pool, Tennis, Pickleball, Kayaks

apartment, Chatham

Popular Luxury Lodgings in Chatham, MA

A coastal luxury lodging in Chatham, MA sets a wonderful tone for your trip, with 5-star comfort and premium views.

Chatham, Ma 258 Orleans Rd - 4br Loft-beauty! - Chatham, MA
9.7 59 reviews

Chatham, Ma 258 Orleans Rd - 4br Loft-beauty!

apartment, Chatham

Check Out Pet-Friendly Lodgings in Chatham, MA

A quality pet-friendly lodging in Chatham, MA means dog-friendly beaches and outdoor washing facilities are always part of the package.

Great Chatham Location W/ Hot Tub, Near Beach! - Chatham, MA
9.8 115 reviews

Great Chatham Location W/ Hot Tub, Near Beach!

apartment, Chatham
106 M² House ∙ 3 Bedrooms ∙ 8 Guests - Chatham, MA
9.7 13 reviews

106 M² House ∙ 3 Bedrooms ∙ 8 Guests

house, Chatham
Walk To Water Near Downtown Chatham - Chatham, MA
No reviews

Walk To Water Near Downtown Chatham

house, Chatham
Spacious Home With Direct Pond Access! - Chatham, MA
9.8 19 reviews

Spacious Home With Direct Pond Access!

apartment, Chatham

Compare Accommodations with On-Site Dining in Chatham, MA

An on-site restaurant at your lodging in Chatham, MA ensures fresh local food and coastal dishes are available every evening.

Classic Home With Deck, Patio & Yard - Walk To Cockle Cove & Forest Beaches - Chatham, MA
9.8 55 reviews

Classic Home With Deck, Patio & Yard - Walk To Cockle Cove & Forest Beaches

apartment, Chatham
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