Holiday Rentals in Chatham, MA

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Chatham, MA holiday rentals
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1015 Holiday rentals and Airbnb in Chatham, MA

Best family friendly Chatham, MA holiday rentals

Among the 1015 accommodations in Chatham, MA, here are the 4 best family friendly rentals

"Chatham Up” - Chatham, MA
9.0 44 reviews
Chatham, MA
15/07 – 17/07
457 €/nighttotal: 914 € (2 )

"Chatham Up”

2 2
apartment , Chatham
This charming holiday home is located in a peaceful neighbourhood in North Chatham, just a short walk from Veteran's Field and a little over 1.6km from Oyster Pond. The property has received excellent ratings for location, cleanliness, and overall quality, making it a popular choice for travellers.
The spacious property spans 111 square metres and comfortably accommodates up to 5 guests in its two bedrooms and one bathroom. It features a well-equipped kitchen, a private garden, a spa, and a range of modern amenities for a relaxing and enjoyable stay.
Beachside Retreat! Cozy 1-bedroom W/ Private Yard - Chatham, MA
10 1 review
Chatham, MA
04/08 – 08/08
591 €/nighttotal: 2364 € (4 )

Beachside Retreat! Cozy 1-bedroom W/ Private Yard

1 2
apartment , Dennis
This Dennis beach house, a short walk from Haigis Beach and Sea Street Beach, offers easy access to Cape Cod's coastline and is under 3.2km from Swan Pond River and Bass River Lighthouse.
The 56 square metre property comprises one bedroom, one bathroom, sleeps two guests, and includes a fully equipped kitchen, private garden, patio, and free Wi-Fi.
Cape Escape Harwich - Chatham, MA
Chatham, MA
25/06 – 27/06
574 €/nighttotal: 1148 € (2 )

Cape Escape Harwich

1 4
apartment , Harwich
This family-friendly Cape Cod property is located a short drive from Harwich and Chatham, providing convenient access to venues such as Wequassett Inn, Wychmere, and Chatham Bars Inn.
This spacious 3-bedroom apartment accommodates up to 8 guests and features a large garden, deck with an outdoor shower, a well-equipped kitchen, and complimentary baby gear, with beach chairs and towels provided for easy access to nearby shores.
Harwich Escape  Deck, Firepit & Near Beaches - Chatham, MA
Chatham, MA
04/08 – 08/08
1006 €/nighttotal: 4024 € (4 )

Harwich Escape Deck, Firepit & Near Beaches

3 2
apartment , Harwich
This 152 square metre holiday home in Harwich offers three bedrooms and two bathrooms, accommodating up to eight guests and is conveniently located 700 metres from Pleasant Road Beach, with easy access to local dining and shops in Harwich Port.
This family-friendly property boasts air conditioning, a well-equipped kitchen with a dishwasher, and a private garden with a deck and gas grill, providing ample space for relaxation and outdoor activities, including proximity to Sand Pond and the Cape Cod Rail Trail for further adventures.

Best Chatham, MA holiday rentals with a pool

Among the 1015 accommodations in Chatham, MA, here are the 4 best rentals with a pool

Wequassett Resort And Golf Club - Chatham, MA
9.3 348 reviews
Chatham, MA
01/07 – 06/07
2060 €/nighttotal: 10300 € (5 )

Wequassett Resort And Golf Club

1 2
resort , Harwich
The Wequassett Resort And Golf Club is situated in Harwich, a short drive from the centre of town and close to Cape Cod National Golf Center and the stunning Cape Cod National Seashore. It has received excellent ratings for both its location and overall experience, with guests praising its cleanliness and friendly service.
The resort offers a range of accommodation options, from spacious rooms to luxurious suites, all featuring comfortable sitting areas and private decks or patios. Guests can enjoy a variety of amenities, including a swimming pool, hot tub, fitness centre, tennis court, and a restaurant serving delicious seafood and American classics.
Cozy Mid-cape Studio Steps To The Beach & Pool - Chatham, MA
10 6 reviews
Chatham, MA
15/07 – 17/07
309 €/nighttotal: 618 € (2 )

Cozy Mid-cape Studio Steps To The Beach & Pool

1 2
studio , Dennis
This Dennis, Massachusetts seaside apartment is located within a 1.6km walk of Haigis Beach and Sea Street Beach, and under 3.2km from Swan Pond River and Bass River Lighthouse.
The self-catering flat offers one bedroom, one bathroom, sleeps two guests, and includes a fully equipped kitchen, private patio, swimming pool, spa, and on-site water park.
Charming Second-floor Retreat With A Full Kitchen And Balcony View - Chatham, MA
9.2 37 reviews
Chatham, MA
15/07 – 17/07
711 €/nighttotal: 1422 € (2 )

Charming Second-floor Retreat With A Full Kitchen And Balcony View

2 2
apartment , Brewster
This apartment is situated within the historic town of Brewster, offering a prime location on Cape Cod, 2.3 kilometres from Ellis Landing Beach and 29 kilometres from the National Seashore, with Provincetown 51 kilometres away.
This 88-square-metre flat features two bedrooms and two bathrooms, accommodating up to six guests with an open-concept living and kitchen area, air conditioning, a swimming pool, and access to resort amenities.
Charming Studio Dennis Port Getaway With Wifi And Ac - Close To Beach! - Chatham, MA
9.6 4 reviews
Chatham, MA
15/07 – 17/07
335 €/nighttotal: 670 € (2 )

Charming Studio Dennis Port Getaway With Wifi And Ac - Close To Beach!

1 2
studio , Dennis
This Dennis Port apartment is conveniently located a mere 640 metres from Cape Cod Beaches and 1.3 kilometres from Sea Street Beach, offering easy access to coastal activities.
This studio apartment, measuring 19 square metres and accommodating two guests, features air conditioning, Wi-Fi, a kitchenette with a microwave and fridge, and access to a shared swimming pool and private terrace.

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Best Chatham, MA holiday rentals with a balcony

Modern Fairway Condo With Open Layout, Private Patio, Ac & Washer/dryer - Chatham, MA
Chatham, MA
15/07 – 17/07
611 €/nighttotal: 1222 € (2 )

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

2 2
apartment , Brewster
This garden-level condominium is located in Brewster's Ocean Edge Resort community, adjacent to a golf course and within a short drive of local beaches, shops, and restaurants.
This 87 square metre apartment offers two bedrooms and two bathrooms, accommodating up to six guests with a renovated kitchen, in-unit laundry, and air conditioning, while being conveniently situated minutes from the Cape Cod Rail Trail for cycling and walking.
Dog-friendly Beach Cottage On Harwich's Main Street With Large Lawn - Chatham, MA
Chatham, MA
15/07 – 17/07
624 €/nighttotal: 1248 € (2 )

Dog-friendly Beach Cottage On Harwich's Main Street With Large Lawn

2 2
apartment , Harwich
This apartment is located on Harwich's main street, 500 metres from the beach and 800 metres from Wychmere Beach Club, offering convenient access to amenities and local attractions.
This 67 square metre flat accommodates up to five guests in two bedrooms and one bathroom, featuring a full kitchen (no dishwasher), air conditioning, and a terrace, with a nearby garden area for outdoor activities.
557 Route 28, Unit 202, Harwich Port Cape Cod - -Dolce Vita - Chatham, MA
Chatham, MA
25/06 – 27/06
1158 €/nighttotal: 2316 € (2 )

557 Route 28, Unit 202, Harwich Port Cape Cod - -Dolce Vita

1 4
house , Harwich
Dolce Vita, a Harwich Port holiday home, is a 7-minute walk from Bank Street Beach and within 19-43km of attractions including Nauset Lighthouse, Wellfleet Bay Wildlife Sanctuary, and Heritage Museums & Gardens.
This two-bathroom property sleeps nine guests and features a well-equipped kitchen with dishwasher, microwave, and fridge; air conditioning; and internet access; it's also pet-friendly.
Inn On The Beach - Chatham, MA
8.9 56 reviews
Chatham, MA
04/08 – 08/08
581 €/nighttotal: 2324 € (4 )

Inn On The Beach

1 2
resort , Harwich
The Inn On The Beach is located in Harwich Port, a 32km drive from Nickerson State Park, offering a peaceful escape on the Cape Cod coast. The property receives consistently high ratings for its cleanliness, location, and overall experience.
The hotel offers a range of comfortable rooms with amenities like a microwave, refrigerator, patio, and cable TV. Guests can enjoy a continental breakfast, free Wi-Fi, and direct access to a private beach with lounge chairs, hammocks, and beach umbrellas.

Best Chatham, MA holiday rentals with parking

Slow M'ocean  A Fresh Take On Cape Calm - Chatham, MA
9.0 4 reviews
Chatham, MA
07/08 – 14/08
1661 €/nighttotal: 11627 € (7 )

Slow M'ocean A Fresh Take On Cape Calm

3 7
apartment , Chatham
This Chatham holiday home is centrally located, less than 1.6km from Chatham Lighthouse and Cape Cod beaches, and under 1.6km from Monomoy National Wildlife Refuge.
The 143 square metre property boasts three bedrooms, four bathrooms, sleeps eight guests, and includes a spa, tennis court, and on-site games room.
Chatham Bars Inn - Chatham, MA
9.1 1099 reviews
Chatham, MA
07/08 – 14/08
8980 €/nighttotal: 62860 € (7 )

Chatham Bars Inn

4 7
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.
Sunrise And Sunset From Private Beach In Dennis Port! (2132) - Chatham, MA
8.6 18 reviews
Chatham, MA
04/08 – 08/08
673 €/nighttotal: 2692 € (4 )

Sunrise And Sunset From Private Beach In Dennis Port! (2132)

2 2
apartment , Dennis
This Dennis Port waterfront flat, approximately 0.03km from Nantucket Sound and a short distance from Old Wharf Village's private beach, offers easy access to the mid-Cape's attractions.
The two-bedroom, two-bathroom apartment sleeps four, boasts a well-equipped kitchen including a dishwasher, air conditioning throughout, parking for two cars, and enjoys excellent guest reviews.
Renovated 2nd-floor Corner Unit, New Interiors. Beach, Parking Passes On Us. - Chatham, MA
10 1 review
Chatham, MA
25/06 – 27/06
353 €/nighttotal: 706 € (2 )

Renovated 2nd-floor Corner Unit, New Interiors. Beach, Parking Passes On Us.

1 4
apartment , Brewster
This recently renovated one-bedroom flat is located within the Ocean Edge resort in Brewster, offering convenient access to Cape Cod Beaches and Nickerson State Park, just 1.6 kilometres away.
This apartment accommodates up to four guests with a queen bed and a sleeper sofa, featuring a fully equipped kitchen, air conditioning, a balcony, garden access, and dedicated parking, with beach chairs and towels provided for your use.
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