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Chatham, MA accommodation
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1112 Best accommodations in Chatham, MA

Chatham, MA: Best accommodations with a pool

Among the 1112 accommodations in the area, here is the list of the 4 best ones with a pool

Heated Pool Ac 1 2 Mile To Beach - Chatham, MA
Chatham, MA
15/08 – 22/08
A$4534/nighttotal: A$31738 (7 )

Heated Pool Ac 1 2 Mile To Beach

8 10
house , Harwich
This eight-bedroom Harwich holiday home is a short walk from Forest Beach and Red River Beach, and within 23-45km of attractions including Nauset Lighthouse, the Sandwich Glass Museum, and Heritage Museums & Gardens.
The 278 square metre property boasts a spacious layout sleeping up to 39 guests, offering a heated outdoor pool, garden, free Wi-Fi, and a fully equipped kitchen with dishwasher; a washing machine is also available.
Luxury Home With Pool Hot Tub & Water View - Chatham, MA
Chatham, MA
22/09 – 29/09
A$3183/nighttotal: A$22281 (7 )

Luxury Home With Pool Hot Tub & Water View

1 4
house , Chatham
This luxury residence in Chatham Port is located 2.4 kilometres from Scatteree Beach and 22.5 kilometres from Nauset Lighthouse.
This spacious 361 square meter property accommodates up to 23 guests and features six bathrooms, a well-equipped kitchen with a dishwasher, oven, and microwave, air conditioning, a swimming pool, a hot tub, a garden, parking, free WiFi, and a fireplace, with an on-site water park and outdoor seating offering sea views from its patio.
Walk 2beach, Pool, Hot Tub, Gameroom, Petsok - Chatham, MA
9.8 41 reviews
Chatham, MA
15/08 – 22/08
A$3593/nighttotal: A$25151 (7 )

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

1 10
apartment , Chatham
This stunning four-bedroom Chatham holiday home is situated near Hardings Beach, a short walk from the shore and close to paddleboard rentals and walking trails.
The property boasts four bathrooms, a private pool and hot tub, a fully equipped outdoor kitchen, an indoor game room, a movie room, and a fire pit, comfortably accommodating up to ten guests.
The Mansion At Ocean Edge Resort & Golf Club - Chatham, MA
8.3 2671 reviews
Chatham, MA
20/06 – 27/06
A$1505/nighttotal: A$10535 (7 )

The Mansion At Ocean Edge Resort & Golf Club

2 3
resort , Brewster
The Mansion at Ocean Edge Resort and Golf Club is located in Brewster, a short drive from the Cape Cod Museum of Natural History and the Wellfleet Drive-In Theater & Cinemas. It has consistently received very good ratings for location, cleanliness, and overall user experience.
The resort offers a range of accommodation options, including guest rooms with patios or balconies and villas with full kitchens and living rooms. Guests can enjoy a private beach, two swimming pools, a spa, a fitness centre, tennis courts, and a variety of dining options, including a pub, a tavern, and a seasonal terrace.

Chatham, MA: Best family friendly accommodations

Among the 1112 accommodations in the area, here is the list of the 4 best family friendly ones

Posh Pad With King Beds Central A/c - Chatham, MA
8.6 4 reviews
Chatham, MA
15/08 – 22/08
A$1602/nighttotal: A$11214 (7 )

Posh Pad With King Beds Central A/c

4 10
cottage , Harwich
This 4-bedroom Cape Cod holiday home is located on a quiet, tree-lined street in Harwich, a short drive from Cape Cod Beaches and Mayflower Beach, and convenient to Adventure Chatham and Cape Cod Lavender Farm.
This 130 square meter property accommodates up to 12 guests and features central air conditioning, a fully equipped kitchen, a fireplace, an outdoor shower, and is ideal for water activities and hiking.
Spacious, Private Cottage Just A Few Minutes Walk To Ridgevale Beach! - Chatham, MA
10 41 reviews
Chatham, MA
22/09 – 29/09
A$785/nighttotal: A$5495 (7 )

Spacious, Private Cottage Just A Few Minutes Walk To Ridgevale Beach!

3 4
apartment , Chatham
This charming cottage is located just 0.8 kilometres from one of Cape Cod's best beaches, on a quiet street in West Chatham, offering a peaceful retreat close to the main beach road, bike paths, and shops. It has received excellent user ratings for its comfort and amenities.
This three-bedroom, two-bathroom property provides 116 square metres of living space, comfortably accommodating up to six guests. The cottage boasts a spacious wraparound deck, a private outdoor shower, a Weber gas grill, a 55-inch Ultra HD Roku TV, central air conditioning, and a fully equipped kitchen.
“Summer Catch” Lovely Updated Chatham Village Home - Chatham, MA
10 11 reviews
Chatham, MA
05/10 – 17/10
A$911/nighttotal: A$10932 (12 )

“Summer Catch” Lovely Updated Chatham Village Home

1 3
apartment , Chatham
This Chatham apartment, a second-floor condo in the town centre, offers easy access to local shops and restaurants.
The two-bedroom, two-bathroom property sleeps five, boasting a spacious open-plan layout with a gourmet kitchen, 65” TV, wood stove, private deck, and outdoor shower; in-unit laundry and parking are also provided.
Beautiful Chatham,  Sun Sand & Surf.  8/10 Mile To  Beaches ,Pet Friendly Home - Chatham, MA
10 44 reviews
Chatham, MA
22/09 – 29/09
A$927/nighttotal: A$6489 (7 )

Beautiful Chatham, Sun Sand & Surf. 8/10 Mile To Beaches ,Pet Friendly Home

4 4
apartment , Chatham
This South Chatham holiday home, situated on a peaceful cul-de-sac, is within walking distance of Cockle Cove beach and a short cycle ride (approximately 1.6km) from Chatham's Main Street, offering easy access to Carmine's Cafe, ice cream parlours, and the Chatham Historical Society.
This spacious 171 square metre property boasts four bedrooms, three bathrooms, and accommodates eight guests, featuring a private deck, garden, parking, internet access, and a fully equipped kitchen including a microwave and dishwasher; enjoy nearby attractions such as Chatham Fish Pier and Chatham Lighthouse Beach.

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.

Destinations nearby

Best Chatham, MA accommodations with a balcony

Private Lake Access, Great For Families! - Chatham, MA
10 3 reviews
Chatham, MA
20/06 – 27/06
A$859/nighttotal: A$6013 (7 )

Private Lake Access, Great For Families!

3 3
apartment , Orleans
This Orleans seaside property is located within 5km of the Orleans Bowling Centre and Cape Cod beaches, and within 10km of Captain's Cove and Captains Golf Courses.
This three-bedroom, three-bathroom house offers 156 square metres of living space, sleeps seven guests, and features a fully equipped kitchen, private garden with barbecue, fireplace, and balcony, plus parking.
Luxury Renovated 5br Retreat W/ Heated Pool, A/c & Near Beaches + Nickerson Park - Chatham, MA
9.8 55 reviews
Chatham, MA
20/06 – 27/06
A$1801/nighttotal: A$12607 (7 )

Luxury Renovated 5br Retreat W/ Heated Pool, A/c & Near Beaches + Nickerson Park

5 3
apartment , Brewster
This charming house is located in a peaceful cul-de-sac in Brewster, just a short drive from Nickerson State Park and several beautiful beaches. It has received excellent user ratings, making it a popular choice for families and groups. The property spans 260 square metres and comfortably accommodates up to 12 guests. This spacious home boasts a private heated pool, a large outdoor area with a fire pit and grills, a well-equipped kitchen, comfortable living spaces, and a basement with entertainment options.
Amazing Location! Lakefront Waterside Deck - Chatham, MA
9.6 80 reviews
Chatham, MA
22/09 – 29/09
A$847/nighttotal: A$5929 (7 )

Amazing Location! Lakefront Waterside Deck

4 4
apartment , Chatham
This Chatham holiday home is situated 1.9km from Adventure Chatham, within 4.8km of the Chatham Chamber of Commerce and Cape Cod beaches, offering easy access to Ridgevale and Forest beaches.
The 225 square metre property sleeps eight guests in four bedrooms and boasts a complete kitchen, washer/dryer, fireplace, terrace, garden, barbecue, cable TV, parking, and air conditioning.
Updated Vacation Home Close To Town And Beaches (2221) - Chatham, MA
8.0 2 reviews
Chatham, MA
20/06 – 27/06
A$683/nighttotal: A$4781 (7 )

Updated Vacation Home Close To Town And Beaches (2221)

3 3
apartment , Orleans
This Orleans holiday home, situated in a rural seaside location minutes from Pleasant Bay, Nauset Beach, and Skaket Beach, offers easy access to Nickerson State Park's biking and hiking trails and is conveniently located near the towns of Chatham, Harwich, and Brewster.
The 145 square metre (1561 square feet) property features three bedrooms sleeping up to six guests, two bathrooms, a modern open-plan kitchen with quartz countertops and stainless steel appliances, a terrace/balcony, a garden, parking, and includes beach toys and an outdoor shower; internet access is also provided.

Best Chatham, MA accommodations with a kitchen

Stellar Home With Hot Tub & Movie Room - Chatham, MA
10 2 reviews
Chatham, MA
15/08 – 22/08
A$1943/nighttotal: A$13601 (7 )

Stellar Home With Hot Tub & Movie Room

4 10
house , Chatham
This four-bedroom Chatham holiday home is situated near Oyster Pond, Ridgevale, and Harding Beaches, approximately 27 kilometres from Cape Cod Gateway Airport and the Nauset Lighthouse.
The 260-square-metre property boasts a fully equipped kitchen, jacuzzi, private garden, parking, and accommodates up to 19 guests, with added features including a washing machine and private cinema room.
Charming Updated Home In Chatham - Chatham, MA
9.7 4 reviews
Chatham, MA
22/09 – 29/09
A$541/nighttotal: A$3787 (7 )

Charming Updated Home In Chatham

4 4
house , Chatham
This Chatham holiday home is an 11-minute walk from Forest Beach and 2.1 km from Red River Beach, conveniently located near Nauset Lighthouse (24 km) and Wellfleet Bay Wildlife Sanctuary (34 km).
The 169 square metre property boasts four bedrooms, two bathrooms, and sleeps up to 15 guests, offering a fully equipped kitchen, free Wi-Fi, and a private patio; guests under 25 must be accompanied by an adult.
Pet-friendly Cape Escape  6 Min To Beach - Chatham, MA
9.7 33 reviews
Chatham, MA
18/06 – 27/06
A$774/nighttotal: A$6966 (9 )

Pet-friendly Cape Escape 6 Min To Beach

1 2
apartment , Harwich
This pet-friendly house is located just 2.6 kilometres from Red River Beach, offering easy access to one of Harwich's most beautiful natural attractions. It boasts excellent ratings for location, cleanliness and user experience.
The spacious house has two bedrooms, comfortably accommodating up to five guests. Amenities include a fully equipped kitchen, a large deck with a gas grill, Wi-Fi, air conditioning, and an outdoor shower.
Idyllic Cape House Close To Beaches - Chatham, MA
9.9 67 reviews
Chatham, MA
22/09 – 29/09
A$485/nighttotal: A$3395 (7 )

Idyllic Cape House Close To Beaches

1 4
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.
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