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Holiday homes in Chatham (Page 2)

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)
Harwich Roses in Harwich, USA

Harwich Roses

Holiday home in Harwich near Chatham, Massachusetts
Situated in Harwich, 600 metres from Bank Street Beach, Harwich Roses features accommodation with a garden, free WiFi and an ATM.
  • Parking

no reviews

from $268.43 Show details »

Village Cape in Harwich, USA

Village Cape

Holiday home in Harwich near Chatham, Massachusetts
Set in Harwich, 700 metres from Bank Street Beach, Village Cape offers accommodation with a garden, free WiFi and an ATM.
  • Parking

no reviews

from $169.33 Show details »

Barley Breeze in Orleans, USA

Barley Breeze

Holiday home in Orleans near Chatham, Massachusetts
Set in Orleans, 15 km from Nauset Lighthouse and 25 km from Wellfleet Bay Wildlife Sanctuary, Barley Breeze offers free WiFi, a garden and air conditi...
  • Parking

Superb 3 Reviews 9.3

from $213.33 Show details »

Peaceful Oasis in Harwich Port, USA

Peaceful Oasis

Holiday home in Harwich Port near Chatham, Massachusetts
Set in Harwich Port, 2 km from Bank Street Beach and 28 km from Nauset Lighthouse, Peaceful Oasis offers accommodation with free WiFi, air conditionin...
  • Parking
  • Pets allowed

no reviews

from $241.67 Show details »

Coastal Hideaway in Harwich Port, USA

Coastal Hideaway

Holiday home in Harwich Port near Chatham, Massachusetts
Located in Harwich Port, 500 metres from Bank Street Beach and 29 km from Nauset Lighthouse, Coastal Hideaway offers free WiFi and air conditioning.
  • Parking
  • Pets allowed

no reviews

from $212.00 Show details »

Cape Escape in Harwich Port, USA

Cape Escape

Holiday home in Harwich Port near Chatham, Massachusetts
Located in Harwich Port, within less than 1 km of Bank Street Beach and 29 km of Nauset Lighthouse, Cape Escape offers accommodation with free WiFi, a...
  • Parking

no reviews

from $226.00 Show details »

Seaside Sanctuary in Harwich, USA

Seaside Sanctuary

Holiday home in Harwich near Chatham, Massachusetts
Set in Harwich, 700 metres from Bank Street Beach, Seaside Sanctuary offers accommodation with a garden, free WiFi and an ATM.
  • Parking

no reviews

from $189.00 Show details »

Hinckleys Pond Paradise in Harwich, USA

Hinckleys Pond Paradise

Holiday home in Harwich near Chatham, Massachusetts
Situated in Harwich, 25 km from Nauset Lighthouse and 35 km from Wellfleet Bay Wildlife Sanctuary, Hinckleys Pond Paradise offers free WiFi, a garden ...
  • Parking

no reviews

from $356.67 Show details »

Bogey Bay Bungalow in Harwich Port, USA

Bogey Bay Bungalow

Holiday home in Harwich Port near Chatham, Massachusetts
Situated in Harwich Port, 1.5 km from Bank Street Beach and 28 km from Nauset Lighthouse, Bogey Bay Bungalow offers free WiFi and air conditioning.
  • Parking

Exceptional 1 Reviews 10.0

from $302.29 Show details »

Summer Sliving in Orleans, USA

Summer Sliving

Holiday home in Orleans near Chatham, Massachusetts
Located in Orleans, 1.7 km from South Orleans Beach, Summer Sliving provides accommodation with a garden, free WiFi and an ATM.
  • Parking

no reviews

from $363.33 Show details »

Headwater Hideaway in Harwich, USA

Headwater Hideaway

Holiday home in Harwich near Chatham, Massachusetts
Situated in Harwich, 25 km from Nauset Lighthouse and 34 km from Wellfleet Bay Wildlife Sanctuary, Headwater Hideaway features accommodation with free...
  • Parking

Fabulous 1 Reviews 9.0

from $93.14 Show details »

Spinnaker Trail in Orleans, USA

Spinnaker Trail

Holiday home in Orleans near Chatham, Massachusetts
Situated 2.6 km from South Orleans Beach, Spinnaker Trail offers a garden, and air-conditioned accommodation with a patio and free WiFi.
  • Parking

no reviews

from $280.14 Show details »

Cape Harbor Retreat in Harwich Port, USA

Cape Harbor Retreat

Holiday home in Harwich Port near Chatham, Massachusetts
Located in Harwich Port, 1.9 km from Bank Street Beach and 3 km from Sea Street Beach, Cape Harbor Retreat offers free WiFi and air conditioning.
  • Parking

no reviews

from $337.33 Show details »

Sweet Victory in Harwich Port, USA

Sweet Victory

Holiday home in Harwich Port near Chatham, Massachusetts
Situated in Harwich Port, 2.1 km from Bank Street Beach, Sweet Victory features accommodation with a garden, free WiFi and an ATM.
  • Parking
  • Pets allowed

no reviews

from $320.00 Show details »

Beach Happy in Harwich Port, USA

Beach Happy

Holiday home in Harwich Port near Chatham, Massachusetts
Set in Harwich Port, within 2.1 km of Bank Street Beach and 2.8 km of Sea Street Beach, Beach Happy offers accommodation with free WiFi, air condition...
  • Parking
  • Tea/Coffee maker
  • Internet facilities
  • TV
  • Air conditioning

Very good 1 Reviews 8.0

from $444.67 Show details »

Portview Paradise in Harwich Port, USA

Portview Paradise

Holiday home in Harwich Port near Chatham, Massachusetts
Set in Harwich Port, 1.8 km from Bank Street Beach and 2.6 km from Sea Street Beach, Portview Paradise offers air-conditioned accommodation with a pat...
  • Parking

no reviews

from $1.215.65 Show details »

Harborview Villa in Harwich Port, USA

Harborview Villa

Holiday home in Harwich Port near Chatham, Massachusetts
Located in Harwich Port, within 2 km of Bank Street Beach and 2.5 km of Sea Street Beach, Harborview Villa offers accommodation with free WiFi, air co...
  • Parking
  • Pets allowed

no reviews

from $352.43 Show details »

Upscale Orleans Home with Deck, 1 Mi to Nauset Beach in East Orleans, USA

Upscale Orleans Home with Deck, 1 Mi to...

Holiday home in East Orleans near Chatham, Massachusetts
Situated 2 km from Nauset Beach, 2.6 km from South Orleans Beach and 14 km from Nauset Lighthouse, Upscale Orleans Home with Deck, 1 Mi to Nauset Beac...
  • Parking
  • Hairdryer
  • Iron
  • Refrigerator
  • DVD player

no reviews

from $276.00 Show details »

Nauset Beach Buddy in Orleans, USA

Nauset Beach Buddy

Holiday home in Orleans near Chatham, Massachusetts
Nauset Beach Buddy is set in Orleans, 36 km from Provincetown.
  • Parking

Very good 2 Reviews 8.0

from $217.33 Show details »

The Quintessential Cape Cottage in Orleans, USA

The Quintessential Cape Cottage

Holiday home in Orleans near Chatham, Massachusetts
Set in Orleans, 1.4 km from Skaket Beach and 2 km from Dyer Prince Beach, The Quintessential Cape Cottage offers free WiFi, a garden and air condition...
  • Parking

no reviews

from $403.33 Show details »

John Hazelnut in Brewster, USA

John Hazelnut

Holiday home in Brewster near Chatham, Massachusetts
Located in Brewster, within 3 km of Breakwater Beach and 20 km of Nauset Lighthouse, John Hazelnut offers accommodation with free WiFi, air conditioni...
  • Parking

Very good 1 Reviews 8.0

from $170.33 Show details »

Cape Landing Cottage in Brewster, USA

Cape Landing Cottage

Holiday home in Brewster near Chatham, Massachusetts
Located in Brewster, 200 metres from Linnell Landing Beach and 2 km from Crosby Landing Beach, Cape Landing Cottage provides accommodation with free W...
  • Parking

no reviews

from $200.00 Show details »

Paradise by Ocean Edge in Brewster, USA

Paradise by Ocean Edge

Holiday home in Brewster near Chatham, Massachusetts
Set in Brewster, 400 metres from Ellis Landing Beach, Paradise by Ocean Edge offers accommodation with a garden, free WiFi and an ATM.
  • Parking
  • Tea/Coffee maker
  • Internet facilities
  • Shower
  • Bath

Passable 1 Reviews 5.0

from $160.43 Show details »

Haven Cottage in Brewster, USA

Haven Cottage

Holiday home in Brewster near Chatham, Massachusetts
Located in Brewster, 2 km from Breakwater Beach, Haven Cottage provides accommodation with a garden, free WiFi and an ATM.
  • Parking
  • Pets allowed

Very good 1 Reviews 8.0

from $384.78 Show details »

Summer Wind in Harwich, USA

Summer Wind

Holiday home in Harwich near Chatham, Massachusetts
Located in Harwich, 1.2 km from Sea Street Beach and 31 km from Nauset Lighthouse, Summer Wind provides accommodation with free WiFi, air conditioning...
  • Parking

no reviews

from $155.67 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