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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.

Idyllic Cape House Close To Beaches - Chatham, MA
9.9 73 reviews

Idyllic Cape House Close To Beaches

apartment, Chatham
This four-bedroom Chatham house, perfect for families or large groups, is situated within walking distance of Chatham's shops, restaurants, and bars, and close to the town's beaches and ponds.
The 4-bedroom, 2-bathroom property sleeps eight, boasts a finished basement suite with a queen bed and twin sofa bed, a workspace loft, a large garden with a Weber grill, and ample storage for beach equipment.

Popular City Centre Accommodations in Chatham, MA

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

Private Basement One Bedroom In Owner Occupied - Chatham, MA
9.9 20 reviews

Private Basement One Bedroom In Owner Occupied

apartment, Chatham
This Chatham basement flat is situated on a quiet residential street, less than 1.6km from Chatham's Main Street and under 0.8km from the Chatham Bars Inn, Chatham A's baseball field, a cycle path, the fishing pier, and Oyster Pond beach.
The newly renovated self-catering apartment offers a bedroom, den with a double sofa bed, a full-size bed, a kitchenette, and a private bathroom, sleeping up to four guests, with convenient driveway parking.
Private Pied-a-terre, In-village Hidden Oasis. - Chatham, MA
9.9 388 reviews

Private Pied-a-terre, In-village Hidden Oasis.

apartment, Chatham
This Chatham apartment, situated above the shops in Post Office Square, offers easy walking access to Chatham's historic dockyard and town centre.
The one-bedroom flat sleeps two guests and includes a fully equipped kitchen, private parking, a balcony, and the added bonus of old bicycles for exploring the area.
Chatham Bars Inn - Chatham, MA
9.2 1004 reviews

Chatham Bars Inn

resort, Chatham
Chatham Bars Inn is an oceanfront hotel in Chatham, Massachusetts, a short distance from the Chatham Lighthouse and the Chatham Bars. The hotel consistently receives excellent ratings for its location, user experience, and cleanliness.
The hotel offers a range of rooms and suites, all featuring modern amenities. Guests can enjoy a variety of on-site amenities and activities, including a heated pool, private beach access, a full-service spa, and several restaurants.
Quaint Downtown Chatham Home - Chatham, MA
9.8 205 reviews

Quaint Downtown Chatham Home

apartment, Chatham
This charming 1851 vintage home is located on a private road in a downtown neighbourhood, just 800 metres from Lighthouse Beach and a short walk from the centre of Chatham. This family-friendly property has received excellent ratings for location, cleanliness, and overall experience.
The house has two bedrooms and one bathroom, accommodating up to five guests. It features a fully equipped kitchen, a spacious living and dining area, an enclosed sleeping porch with a twin day bed, and a garden with parking.

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.

Renovated Cottage 1 Mile To Beach In Chatham! - Chatham, MA
9.8 82 reviews

Renovated Cottage 1 Mile To Beach In Chatham!

apartment, Chatham
This Chatham bungalow, situated on a quiet street less than 3.2km from Chatham village centre and just over 1.6km from Ridgevale and Harding's Beaches, offers easy access to shops, restaurants, and the Old Colony Rail Trail.
The 65 square metre property features two bedrooms sleeping four, a fully equipped kitchen including a dishwasher, central air conditioning, a private outdoor shower, and a fenced garden with patio; Friday night band concerts are held in the nearby village centre.

Popular Accommodations with a Swimming Pool in Chatham, MA

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

7-br Retreat: Pool, Hot Tub, Sauna, Barn - Chatham, MA
9.9 76 reviews

7-br Retreat: Pool, Hot Tub, Sauna, Barn

apartment, Chatham
This seven-bedroom, four-and-a-half-bathroom property in Chatham, Massachusetts, is situated south of Route 28, approximately 1.6 kilometres from a private beach and a short drive from both Chatham (5 minutes) and Harwich (8 minutes) town centres.
This large holiday home, comprising a renovated main house and converted barn, sleeps sixteen guests and boasts a Mexican cantina with games, multiple TVs, fireplaces, an outdoor kitchen, a swimming pool (opening late April/early May), a sauna, and ample parking.
Chatham Resort Style Estate With Heated Pool, Close To Everything: 364-c - Chatham, MA
10 15 reviews

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

resort, Chatham
This Chatham resort is located just a short walk from the bustling Main Street and a 5-minute cycle to Lighthouse Beach, Chatham's largest beach. The property has received excellent user ratings, making it a popular choice for travellers.
This spacious villa covers 399 square metres and can comfortably accommodate 16 guests. The property features a heated pool, hot tub, gas fire pit, gas grill, outdoor kitchen, game room, and high-speed Wi-Fi, as well as a private garden and parking.
Families: Enjoy Harwich, Pool, Large Hot Tub & Ac! - Chatham, MA
9.6 51 reviews

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

apartment, Harwich
This spacious Harwich holiday home, near the beach, offers easy access to Cape Cod's attractions.
The 4-bedroom house, sleeping up to 18 guests, boasts a private pool (seasonal), hot tub, ample parking (6 cars), and a fully equipped kitchen with seating for 12, alongside BBQ, swing set and outdoor shower.
Luxury Home W/ Salt Water Pool Overlooking Ocean - Chatham, MA
10 29 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.

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.

148 M² House ∙ 3 Bedrooms ∙ 8 Guests - Chatham, MA
9.8 28 reviews

148 M² House ∙ 3 Bedrooms ∙ 8 Guests

house, Chatham
Cozy Cape Near Chatham Center - Chatham, MA
9.8 62 reviews

Cozy Cape Near Chatham Center

apartment, Chatham
156 M² House ∙ 3 Bedrooms ∙ 8 Guests - Chatham, MA
9.2 19 reviews

156 M² House ∙ 3 Bedrooms ∙ 8 Guests

house, Chatham
Stunning Water Views, Swim And Kayak In Tidal River, Walk To Beach, Ac, Like New - Chatham, MA
10 45 reviews

Stunning Water Views, Swim And Kayak In Tidal River, Walk To Beach, Ac, Like New

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.

A Chatham Pearl On Oyster River - Chatham, MA
8.2 77 reviews

A Chatham Pearl On Oyster River

house, Chatham
Wonderful Dog Friendly Rental With Access Path To A Private Beach Deeded At White's Pond! - Chatham, MA
10 4 reviews

Wonderful Dog Friendly Rental With Access Path To A Private Beach Deeded At White's Pond!

apartment, Chatham
Kid-friendly Ridgevale Beach Is An Easy Stroll From This Comfy Beach House! - Chatham, MA
10 9 reviews

Kid-friendly Ridgevale Beach Is An Easy Stroll From This Comfy Beach House!

apartment, Chatham
Beachside Bliss: Dog Friendly & Breezy Stay - Chatham, MA
10 6 reviews

Beachside Bliss: Dog Friendly & Breezy Stay

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.

Luxury Chatham Escape W/ Stunning Waterfront Views - Chatham, MA
10 2 reviews

Luxury Chatham Escape W/ Stunning Waterfront Views

apartment, Chatham
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
Modern Fairway Condo With Open Layout, Private Patio, Ac & Washer/dryer - Chatham, MA
No reviews

Modern Fairway Condo With Open Layout, Private Patio, Ac & Washer/dryer

apartment, Brewster
Classic Home With Deck, Patio & Yard - Walk To Cockle Cove & Forest Beaches - Chatham, MA
9.8 53 reviews

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

apartment, Chatham

Best Chatham, MA accommodations with a kitchen

Wequassett Resort And Golf Club - Chatham, MA
9.3 362 reviews

Wequassett Resort And Golf Club

resort, Harwich
Riviera Sunset - Chatham, MA
9.2 8 reviews

Riviera Sunset

house, Chatham
Chatham Village - Adorable Studio Apartment In Antique Home - Chatham, MA
9.4 96 reviews

Chatham Village - Adorable Studio Apartment In Antique Home

studio, Chatham
Walk To Ridgevale Beach, Fabulous For Families - Chatham, MA
No reviews

Walk To Ridgevale Beach, Fabulous For Families

apartment, Chatham
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