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Holiday homes in Chatham

Enjoy your stay and find the best Holiday homes in Chatham at affordable prices

Searching for a holiday home in Chatham (Massachusetts)? Explore a great selection of vacation homes in Chatham to find the one that best fits to your needs, starting from $138.43 per night. Holiday homes offer a relaxing escape, providing a cozy retreat for vacationers seeking a home away from home.

Holiday-homes in Chatham and region (20 miles)
B By the Sea in Chatham, USA

B By the Sea

Holiday home in Chatham, Massachusetts
Set in Chatham, within less than 1 km of Oyster Pond Beach and 2.4 km of Chatham Lighthouse Beach, B By the Sea offers accommodation with free WiFi, a...
  • Parking
  • Tea/Coffee maker
  • Internet facilities
  • Shower
  • Bath

Exceptional 1 Reviews 10.0

from $665.71 Show details »

Chatham Getaway in Chatham, USA

Chatham Getaway

Holiday home in Chatham, Massachusetts
Located in Chatham, 1 km from Oyster Pond Beach and 2.1 km from Chatham Lighthouse Beach, Chatham Getaway offers free WiFi and air conditioning.
  • Parking
  • Pets allowed

no reviews

from $176.00 Show details »

Chatham Home about 1 Mi to Town and Oyster Pond Beach in Chatham, USA

Chatham Home about 1 Mi to Town and Oyst...

Holiday home in Chatham, Massachusetts
Situated 1.4 km from Oyster Pond Beach, 2.8 km from Chatham Lighthouse Beach and 24 km from Nauset Lighthouse, Chatham Home about 1 Mi to Downtown and...
  • Parking

Fabulous 1 Reviews 9.0

from $329.57 Show details »

Chatham Living in Chatham, USA

Chatham Living

Holiday home in Chatham, Massachusetts
Located in Chatham, 1.9 km from Oyster Pond Beach and 2.1 km from Scatteree Beach, Chatham Living offers free WiFi, a garden and air conditioning.
  • Parking

no reviews

from $291.00 Show details »

Earles Way Point in Chatham, USA

Earles Way Point

Holiday home in Chatham, Massachusetts
Set in Chatham, 2 km from Oyster Pond Beach and 23 km from Nauset Lighthouse, Earles Way Point offers free WiFi, a garden and air conditioning.
  • Parking
  • Pets allowed

no reviews

from $452.00 Show details »

A Chatham Pearl on Oyster River in Chatham, USA

A Chatham Pearl on Oyster River

Holiday home in Chatham, Massachusetts
Featuring air conditioning, A Chatham Pearl on Oyster River is situated in Chatham, 3.1 km from Chatham Light Beach.
  • Parking
  • Pets allowed
  • Tea/Coffee maker
  • Shower
  • Bath

Good 8 Reviews 7.1

from $328.29 Show details »

Cozy Cape Time in Chatham, USA

Cozy Cape Time

Holiday home in Chatham, Massachusetts
Set in Chatham, within 26 km of Nauset Lighthouse and 36 km of Wellfleet Bay Wildlife Sanctuary, Cozy Cape Time offers accommodation with free WiFi, a...
  • Parking

Fabulous 1 Reviews 9.0

from $236.67 Show details »

Stevie, the Cape Farmhouse in Chatham, USA

Stevie, the Cape Farmhouse

Holiday home in Chatham, Massachusetts
Situated in Chatham, 26 km from Nauset Lighthouse, Stevie, the Cape Farmhouse features accommodation with a garden, free WiFi and an ATM.
  • Parking

no reviews

from $311.43 Show details »

Cape Cod House with Deck and Grill 2 Mi to Beach! in South Chatham, USA

Cape Cod House with Deck and Grill 2 Mi...

Holiday home in South Chatham near Chatham, Massachusetts
Situated in South Chatham, 22 km from Nauset Lighthouse, 32 km from Wellfleet Bay Wildlife Sanctuary and 34 km from Cape Cod National Seashore, Cape C...
  • Parking
  • Internet facilities
  • Shower
  • TV
  • Hairdryer

no reviews

from $265.00 Show details »

Stagecoach Dreams in South Chatham, USA

Stagecoach Dreams

Holiday home in South Chatham near Chatham, Massachusetts
Situated in South Chatham, 2.9 km from Ridgevale Beach and 22 km from Nauset Lighthouse, Stagecoach Dreams features accommodation with free WiFi, air ...
  • Parking
  • Pets allowed

no reviews

from $329.67 Show details »

South Chatham Sunshine in South Chatham, USA

South Chatham Sunshine

Holiday home in South Chatham near Chatham, Massachusetts
Situated in South Chatham, less than 1 km from Forest Beach and 2.4 km from Ridgevale Beach, South Chatham Sunshine offers free WiFi, a garden and air...
  • Parking
  • Tea/Coffee maker
  • Shower
  • Bath
  • TV

Superb 6 Reviews 9.3

from $229.33 Show details »

Seashell Wishes-Salty Kisses in Chatham, USA

Seashell Wishes-Salty Kisses

Holiday home in Chatham, Massachusetts
Situated in Chatham, 1.4 km from Forest Beach, Seashell Wishes-Salty Kisses features accommodation with a garden, free WiFi and an ATM.
  • Parking
  • Pets allowed

Pleasant 1 Reviews 7.0

from $246.33 Show details »

Harwich Tranquility in East Harwich, USA

Harwich Tranquility

Holiday home in East Harwich near Chatham, Massachusetts
Located in East Harwich, 19 km from Nauset Lighthouse and 29 km from Wellfleet Bay Wildlife Sanctuary, Harwich Tranquility provides air-conditioned ac...
  • Parking
  • Tea/Coffee maker
  • Shower
  • Bath
  • TV

Exceptional 1 Reviews 10.0

from $265.00 Show details »

Pleasant Bay Bungalow in Brewster, USA

Pleasant Bay Bungalow

Holiday home in Brewster near Chatham, Massachusetts
Located in Brewster, 18 km from Nauset Lighthouse and 28 km from Wellfleet Bay Wildlife Sanctuary, Pleasant Bay Bungalow offers free WiFi, a garden an...
  • Parking
  • Pets allowed

no reviews

from $318.00 Show details »

The Harwich House in Harwich, USA

The Harwich House

Holiday home in Harwich near Chatham, Massachusetts
Located in Harwich, 18 km from Nauset Lighthouse and 28 km from Wellfleet Bay Wildlife Sanctuary, The Harwich House offers free WiFi and air condition...
  • Parking
  • Tea/Coffee maker
  • Shower
  • Bath
  • TV

Superb 3 Reviews 9.3

from $417.28 Show details »

Ridgevale Summer in Harwich, USA

Ridgevale Summer

Holiday home in Harwich near Chatham, Massachusetts
Situated in Harwich, 2.3 km from Red River Beach and 2.5 km from Forest Beach, Ridgevale Summer features air-conditioned accommodation with a balcony ...
  • Parking
  • Pets allowed

no reviews

from $183.67 Show details »

Red River Retreat in Harwich, USA

Red River Retreat

Holiday home in Harwich near Chatham, Massachusetts
Located in Harwich, 1.5 km from Red River Beach and 1.6 km from Forest Beach, Red River Retreat provides accommodation with amenities such as free WiF...
  • Parking

Superb 2 Reviews 9.5

from $169.67 Show details »

Sea Star in Harwich, USA

Sea Star

Holiday home in Harwich near Chatham, Massachusetts
Located in Harwich, 2.9 km from Red River Beach and 3 km from Forest Beach, Sea Star offers free WiFi, a garden and air conditioning.
  • Parking

Fabulous 1 Reviews 9.0

from $373.33 Show details »

Pleasant Bay Retreat in Orleans, USA

Pleasant Bay Retreat

Holiday home in Orleans near Chatham, Massachusetts
Located in Orleans, within 16 km of Nauset Lighthouse and 26 km of Wellfleet Bay Wildlife Sanctuary, Pleasant Bay Retreat offers accommodation with fr...
  • Parking

Exceptional 1 Reviews 10.0

from $495.67 Show details »

Jesmond Cottage in Harwich, USA

Jesmond Cottage

Holiday home in Harwich near Chatham, Massachusetts
Located in Harwich, 24 km from Nauset Lighthouse and 34 km from Wellfleet Bay Wildlife Sanctuary, Jesmond Cottage offers free WiFi and air conditionin...
  • Parking

Exceptional 4 Reviews 9.8

from $157.67 Show details »

Olde Homestead Hideaway in Harwich, USA

Olde Homestead Hideaway

Holiday home in Harwich near Chatham, Massachusetts
Located in Harwich, 20 km from Nauset Lighthouse and 30 km from Wellfleet Bay Wildlife Sanctuary, Olde Homestead Hideaway offers free WiFi, a garden a...
  • Parking
  • Pets allowed

no reviews

from $586.29 Show details »

Harwich Port Perfection in Harwich, USA

Harwich Port Perfection

Holiday home in Harwich near Chatham, Massachusetts
Featuring air conditioning, Harwich Port Perfection offers accommodation in Harwich.
  • Parking

no reviews

from $138.43 Show details »

Areys Pond Point in Orleans, USA

Areys Pond Point

Holiday home in Orleans near Chatham, Massachusetts
Situated in Orleans, 14 km from Nauset Lighthouse and 24 km from Wellfleet Bay Wildlife Sanctuary, Areys Pond Point features air-conditioned accommoda...
  • Parking

no reviews

from $394.33 Show details »

The Spray in Harwich Port, USA

The Spray

Holiday home in Harwich Port near Chatham, Massachusetts
Situated in Harwich Port, 600 metres from Bank Street Beach, The Spray features accommodation with a garden, free WiFi and an ATM.
  • Parking
  • Pets allowed
  • Tea/Coffee maker
  • Shower
  • Bath

Fabulous 11 Reviews 8.9

from $356.33 Show details »

Sea la Vie in Harwich, USA

Sea la Vie

Holiday home in Harwich near Chatham, Massachusetts
Located in Harwich, within 600 metres of Bank Street Beach and 3 km of Red River Beach, Sea la Vie offers accommodation with free WiFi, air conditioni...
  • Parking
  • Pets allowed

no reviews

from $314.33 Show details »

Number of Holiday homes in Chatham 160
Number of guest ratings 944
Average price per night $346.14
Lowest price per night $138.43
Highest price per night $1.599.29

Most popular Holiday-homes in Chatham

The most popular Holiday-homes in Chatham based on average guest rating (Top 10).

Cheapest Holiday-homes in Chatham

The cheapest Holiday-homes in Chatham based on room rate per night (Top 10).

Most booked Holiday-homes in Chatham

The most booked Holiday-homes in Chatham based on popularity with guests (Top 10).

Holiday homes in Chatham (Massachusetts), comfortable and familiar

Staying in a holiday or vacation home in Chatham can be a great alternative to a hotel or resort. They can range from small cottages to luxurious villas, and are often located in popular tourist destinations such as beaches or mountains. One of the main benefits is the privacy and flexibility that comes with having your own space. Unlike a hotel room, a holiday home provides you with a living area, kitchen, and sometimes even outdoor space, allowing you to cook your own meals, relax in comfort, and enjoy the company of your friends or family without the interruptions of other guests.

Holiday homes often offer more space than a hotel room. This can be particularly useful for families or groups of friends traveling together, who may need more than one room or want to avoid the cramped feeling of a single hotel room. They can also provide a more authentic travel experience, allowing guests to immerse themselves in the local culture and lifestyle. This can be particularly appealing for those who prefer to stay in quieter, residential areas away from the hustle and bustle of tourist hotspots.

Find the best Holiday home in Chatham for your needs

Holiday homes should offer a comfortable and enjoyable stay, providing all the necessary amenities and conveniences to make your vacation experience memorable. At a minimum, your holiday home in Chatham should offer a clean and well-maintained living space with comfortable furnishings, adequate lighting, and climate control.

In addition to basic amenities such as a fully equipped kitchen, comfortable bedding, and clean linens and towels, holiday homes should also offer modern conveniences such as Wi-Fi, cable or streaming TV, and laundry facilities. A private outdoor space, such as a balcony or terrace, can also add to the overall enjoyment. They can also offer additional features such as a swimming pool, hot tub, or outdoor grill. Location is also important, for example, close to popular tourist attractions, restaurants and shopping areas.

Accommodation data and pictures provided by Booking.com