This Chatham house, situated in a peaceful neighbourhood within walking distance of Chatham town centre, the Chatham Bars Inn, and restaurants, offers easy access to Chatham's beaches a short drive away. Sleeping six guests, this two-bedroom property includes a well-equipped kitchen with dishwasher, a garden with fire pit and patio, ample parking for two to three cars, and beach essentials (toys, chairs, bikes) are provided.
10 30 reviews
Chatham, MA
20/06 – 27/06
A$1070/nighttotal: A$7490 (7 )
Centrally Located Home With Patio, A/c Included, Walking Distance From Town.
3 3
apartment , Chatham
This Chatham holiday home, located in a central position, is within walking distance of Chatham town centre, White's Pond beach, and the Chatham bike path. The 186-square-metre property boasts three bedrooms, two bathrooms, sleeps eight guests, and includes a fully equipped kitchen, spacious three-season porch, finished basement with family room, large driveway, and a garage.
9.8 28 reviews
Chatham, MA
20/06 – 27/06
A$680/nighttotal: A$4760 (7 )
Cape Cod Private Retreat
1 3
apartment , Chatham
This three-bedroom apartment is located in a peaceful cul-de-sac, just a five-minute walk from Lovers Lake and a short drive from Chatham's Main Street. The property has received excellent ratings for user experience, location, and cleanliness. The self-catering accommodation sleeps five and comes with a fully equipped kitchen, a garden, and parking. Guests can enjoy the private screened-in porch, outdoor shower, and front porch, as well as the nearby hiking trails, swimming in Lovers Lake, and the Marconi Maritime Museum across the street.
9.9 282 reviews
Chatham, MA
22/09 – 29/09
A$351/nighttotal: A$2457 (7 )
The Knoll
1 4
apartment , Chatham
This Chatham apartment is situated near conservation land, close to School House Pond and a bike path, and within 4.8km of Chatham's town centre, shops, and restaurants. This two-bedroom, one-bathroom flat sleeps four, offering a queen bed and a daybed with a trundle, a private entrance, outdoor deck with grill and shower, and a kitchenette with fridge, freezer, and microwave; guests can enjoy nearby beaches and the School House Pond.
9.5 12 reviews
Chatham, MA
05/10 – 17/10
A$466/nighttotal: A$5592 (12 )
Movie Theater Room, Direct Access To Bike Trail!
3 3
apartment , Chatham
This Chatham colonial house, situated near Forest Beach (1.6km away) and offering direct access to the Cape Cod Rail Trail, provides a convenient base for exploring the area. Sleeping seven across three bedrooms and two bathrooms, this self-catering property boasts modern amenities including Wi-Fi, air conditioning, a dishwasher, and an EV charger, alongside a spacious open-plan living area, media room, and sunroom; outdoor features include a deck, fire pit, and gas grill (seasonal).
Chatham, MA
20/06 – 27/06
A$806/nighttotal: A$5642 (7 )
Charming Beach House
1 3
apartment , Chatham
This Chatham house, situated south of Route 28 in a desirable neighbourhood less than 1.6km from Forest Beach on Nantucket Sound, offers easy access to the beach and Chatham's amenities. The two-bedroom, two-bathroom property boasts an open-plan layout, hardwood floors, a finished walk-out lower level providing extra living space, and accommodates up to five guests, with parking and air conditioning included.
10 24 reviews
Chatham, MA
17/06 – 24/06
A$420/nighttotal: A$2940 (7 )
Clean And Cute Brewster Cottage
2 2
cottage , Brewster
This two-bedroom cottage is situated in Brewster, just 0.16 kilometres from the Cape Cod Rail Trail and 1.6 kilometres from Brewster's beaches. The 49 square metre property features a full-size kitchen, a private garden, and a dedicated parking space for two vehicles, making it ideal for families or groups of up to four people.
9.6 24 reviews
Chatham, MA
20/06 – 27/06
A$906/nighttotal: A$6342 (7 )
Charming Beach House ~ Beautifully Updated & Immaculate. Walk To Sandy Beaches
2 3
apartment , Chatham
This South Chatham holiday home is situated 0.8km from Forest Street Beach and the Cape Cod Rail Trail, and within 4.8km of Harwichport and 4km of Chatham Lighthouse Beach. The 1,230 sq ft property boasts three bedrooms, three bathrooms, and sleeps five, offering a fully-finished basement with extra living space, a private multi-tiered deck, and plentiful amenities including a gas grill, beach supplies, and proximity to numerous activities such as shopping, dining, and various beaches.
Chatham, MA
17/06 – 24/06
A$1689/nighttotal: A$11823 (7 )
Private And Pet Friendly With Expansive Back Deck
3 2
apartment , Chatham
This three-bedroom, three-bathroom house in North Chatham offers convenient access to Chatham Shark Center and Cape Cod beaches, all within a 1.6km radius, and is less than 2km from Chatham Fish Pier and Chatham Seaside Links. Sleeping up to eight guests, the property boasts a full kitchen with microwave and dishwasher, a patio, garden, barbecue, washing machine, and internet access; enjoy outdoor cooking and nearby attractions.
9.8 96 reviews
Chatham, MA
20/06 – 27/06
A$1055/nighttotal: A$7385 (7 )
Walk To Ridgevale Beach | Chatham Escape
3 3
apartment , Chatham
This charming house is located in Chatham, just a short walk from the beautiful Ridgevale Beach and within easy reach of shops, restaurants, and the town centre. It has consistently received excellent ratings for its location, cleanliness, and overall experience. The three-bedroom house can comfortably accommodate up to eight guests, offering ample space for families or groups of friends. The property is fully equipped with modern amenities, including a well-stocked kitchen, a garden, parking, air conditioning, and a games room with a foosball table, making it an ideal choice for a relaxing and enjoyable stay in Chatham.
9.9 53 reviews
Chatham, MA
22/09 – 29/09
A$810/nighttotal: A$5670 (7 )
Walk To Beach/main Street/bike Path/dog Friendly
1 4
apartment , Chatham
This Chatham house, a 1.6km stroll from Chatham's beach and 1.9km from Main Street, provides easy access to the Wequossett Resort (4.8km away) and a local beach within a 15-minute walk. The two-bedroom, one-bathroom property sleeps four, boasting a kitchen with dishwasher, air conditioning, a garden, parking for four cars, and an outdoor shower.
10 7 reviews
Chatham, MA
18/06 – 27/06
A$1270/nighttotal: A$11430 (9 )
Fantastically Located Chatham House - Discounted - New Patio, Refurbished
3 2
apartment , Chatham
This Chatham holiday home is conveniently located within 1.6km of Chatham Shark Center, Cape Cod beaches, the Chatham Railroad Museum, and Chatham Fish Pier, offering easy access to major attractions. Sleeping up to 10 guests, this four-bedroom property boasts two bathrooms, a full kitchen with dishwasher, a jacuzzi, a private games room, outdoor BBQ grills, and free Wi-Fi; making it ideal for families or groups.
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
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.
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.
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.
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
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.
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.
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.
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.
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?
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?
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?
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.
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.
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.
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
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.
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.
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.
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.