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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.

Quaint Downtown Chatham Home - Chatham, MA
9.8 205 reviews

Quaint Downtown Chatham Home

apartment, Chatham
This charming Chatham house is located on a private road in a downtown neighborhood of exclusive homes, just a half-mile walk from Lighthouse Beach and one block from downtown Chatham. Guests consistently rate the house excellent for its location, cleanliness, and overall experience.
The house has two bedrooms, one bathroom, and can accommodate up to five guests. Amenities include a full kitchen with a fridge, microwave, and dishwasher, air conditioning, a garden, parking, and internet access.

Best family friendly Chatham, MA lodging

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

Movie Theater And Direct Access To Trail - Stunning Escape - Chatham, MA
No reviews

Movie Theater And Direct Access To Trail - Stunning Escape

house, Chatham
This Chatham colonial provides direct access to the Cape Cod Rail Trail and is located one mile from Forest Beach on Nantucket Sound.
This 3-bedroom, 2-bathroom house accommodates up to 7 guests and features a ground-floor movie theater, an EV charger, and outdoor amenities including a deck and fire pit.
Main Street Chatham Village Downtown-new Listing! - Chatham, MA
9.8 82 reviews

Main Street Chatham Village Downtown-new Listing!

house, Chatham
This family-friendly condo is located in Chatham, just a mile from Veterans Field and Cape Cod Beaches, making it a great base for exploring the area. It has consistently received excellent ratings for user experience, location, and cleanliness.
The rental offers 3 bedrooms and can accommodate up to 6 guests, spanning 1750 square feet. Enjoy amenities like a fully equipped kitchen, a terrace, a garden, parking, and access to the internet.
Seashell Wishes-salty Kisses - Chatham, MA
8.9 27 reviews

Seashell Wishes-salty Kisses

house, Chatham
Seashell Wishes-Salty Kisses is located in Chatham, Massachusetts, just a short drive from Ridgevale Beach and Cockle Cove Beach.
This 1,100 square foot vacation home features two bedrooms, one bathroom, a fully equipped kitchen, a patio, an outdoor dining area, and a garden.
Central Ac, Pet-friendly, Walk To Water & Town! - Chatham, MA
10 42 reviews

Central Ac, Pet-friendly, Walk To Water & Town!

apartment, Chatham
This Chatham vacation rental is conveniently located near White Pond (a 5-minute walk), the Chatham bike path (across the street), and downtown Chatham (a short bike ride or walk).
This three-bedroom, two-bathroom home sleeps six, boasts a fully equipped kitchen with a lobster pot, a gas grill and fire pit, a game room, and over half an acre of outdoor space including a large deck; kayaking and swimming are available at nearby Emery Pond.

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.

Enjoy Your Own Private Pool In Chatham! (2252) - Chatham, MA
9.6 4 reviews

Enjoy Your Own Private Pool In Chatham! (2252)

apartment, Chatham
This South Chatham apartment is a short drive from the beautiful beaches of Cape Cod, offering easy access to the region's natural beauty and attractions.
The 4-bedroom, 3-bathroom home features two separate living quarters, a private pool, two decks, a gas grill, and a spacious yard for outdoor enjoyment.
Pool, Half Mile To Beach! - Chatham, MA
10 2 reviews

Pool, Half Mile To Beach!

apartment, Harwich
This Harwich vacation rental, located on a hilltop less than half a mile from Jackknife Beach and 0.4 miles from the Wequassett Resort, offers easy access to beaches, the Eastward Ho! Golf Course, and downtown Chatham.
This 2730-square-foot home features five bedrooms, four bathrooms, two living rooms, a game room, a private seasonal pool, and can comfortably accommodate ten guests, making it ideal for large families or groups seeking a Harwich getaway.
Three Buoys: 739-c Stunning Newly Built Custom Compound In Chatham With A Resort-style Ambiance - Chatham, MA
10 2 reviews

Three Buoys: 739-c Stunning Newly Built Custom Compound In Chatham With A Resort-style Ambiance

apartment, Chatham
This North Chatham vacation home is situated near the beach, a 6-minute walk from the Chatham Marconi Maritime Center and a 15-minute walk from the Caleb Nickerson House.
This 5-bedroom, 7.5-bathroom rental accommodates up to 12 guests and features a heated pool, hot tub, on-site parking, and entertainment options like table tennis and billiards.
229 M² House ∙ 4 Bedrooms ∙ 8 Guests - Chatham, MA
No reviews

229 M² House ∙ 4 Bedrooms ∙ 8 Guests

house, Harwich
This Harwich residence is located 0.3 miles from Stop & Shop and 1.8 miles from Jackknife Beach, offering convenient access to local amenities and the coast.
This 2,450 sq ft vacation home accommodates up to 8 guests with 4 bedrooms and 2 bathrooms, featuring a private hot tub, full kitchen, air conditioning, internet, and includes daily complimentary rounds of golf and $750 in Xplorie attraction tickets.

Best Chatham, MA accommodation with a kitchen

Riviera Sunset - Chatham, MA
9.2 8 reviews

Riviera Sunset

house, Chatham
Riviera Sunset, a beachfront Chatham rental, is a 6-minute walk from Chatham Lighthouse Beach and 1.1 miles from Cape Cod National Seashore, offering easy access to local attractions.
This 560-square-foot apartment features two living rooms, one bedroom, one bathroom, and accommodates up to seven guests, complete with a fully equipped kitchen, private entrance, and free Wi-Fi.
Pond Front Home W/ Game Room Dog Friendly! - Chatham, MA
9.4 88 reviews

Pond Front Home W/ Game Room Dog Friendly!

apartment, Chatham
This vacation home is situated by the sea, a short distance from Adventure Chatham (0.3 mi) and within 3 mi of Chatham Chamber of Commerce and Cape Cod Beaches. It has excellent user, location, and cleanliness ratings.
The house has a floor area of 2400 square feet, 4 bedrooms, and a guest capacity of 10. It features a fully equipped kitchen, multiple bathrooms, a washing machine, a TV, air conditioning, a garden, and parking. Pets are allowed, and internet is available.
Fully Updated Home W/ Great Outdoor Space! - Chatham, MA
9.8 124 reviews

Fully Updated Home W/ Great Outdoor Space!

apartment, Chatham
This 2-bedroom house in Chatham is situated near the Chatham Chamber of Commerce, Adventure Chatham, and Cape Cod Beaches, offering easy access to the area's attractions.
The 860-square-foot vacation rental features a fireplace, a fully equipped kitchen, a washer/dryer, a garden, and a barbecue grill, accommodating up to 4 guests.
Beach Chic Chatham Retreat-mins Walk Private Beach - Chatham, MA
10 134 reviews

Beach Chic Chatham Retreat-mins Walk Private Beach

apartment, Chatham
This family-friendly vacation home is located in South Chatham, just a 15-minute walk from the Chatham Chamber of Commerce and Cape Cod Beaches. It has consistently received excellent ratings from previous guests for its cleanliness, location, and overall experience.
This spacious house offers 1,500 square feet of living space and can comfortably accommodate up to 10 guests. Enjoy a range of amenities, including a private swimming pool, a spa tub, a game room, and a garden with barbecue grills, perfect for relaxing and entertaining.

Best Chatham, MA accommodation with a balcony

15 Minute Walk To Pleasant Street Beach! - Chatham, MA
9.6 85 reviews

15 Minute Walk To Pleasant Street Beach!

apartment, Chatham
Stellar Home With Hot Tub & Movie Room! - Chatham, MA
9.7 119 reviews

Stellar Home With Hot Tub & Movie Room!

apartment, Chatham
Quaint & Cozy Downtown Chatham Home, Walk To Town And Beaches - Chatham, MA
10 127 reviews

Quaint & Cozy Downtown Chatham Home, Walk To Town And Beaches

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.

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

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.

Movie Theater Room, Direct Access To Bike Trail! - Chatham, MA
9.4 6 reviews

Movie Theater Room, Direct Access To Bike Trail!

apartment, Chatham
Quintessential Cape Directly On The Cape Cod Rail, Dog Friendly! - Chatham, MA
9.6 10 reviews

Quintessential Cape Directly On The Cape Cod Rail, Dog Friendly!

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

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

apartment, Chatham
Bring Your Pups To Chatham Direct Access To The Cape Cod Rail Trail - Chatham, MA
No reviews

Bring Your Pups To Chatham Direct Access To The Cape Cod Rail Trail

house, 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.

South Chatham Sunshine - Chatham, MA
9.5 106 reviews

South Chatham Sunshine

house, Chatham
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