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Holiday homes in Chatham (Page 3)

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)
Big Pine Cottage in Harwich, USA

Big Pine Cottage

Holiday home in Harwich near Chatham, Massachusetts
Situated in Harwich, 2.2 km from Sea Street Beach and 31 km from Nauset Lighthouse, Big Pine Cottage offers free WiFi, a garden and air conditioning.
  • Parking
  • Tea/Coffee maker
  • Shower
  • Bath
  • TV

Disappointing 2 Reviews 4.0

from $218.57 Show details »

The Grounds in Brewster, USA

The Grounds

Holiday home in Brewster near Chatham, Massachusetts
Situated in Brewster, 2.4 km from Breakwater Beach, The Grounds features accommodation with a garden, free WiFi and an ATM.
  • Parking

Good 3 Reviews 7.7

from $191.00 Show details »

Spacious West Harwich Home with Deck and Gas Grill! in West Harwich, USA

Spacious West Harwich Home with Deck and...

Holiday home in West Harwich near Chatham, Massachusetts
Spacious Getaway with Deck - Walk to Nantucket Sound! is set in West Harwich, 31 km from Nauset Lighthouse, 39 km from Sandwich Glass Museum, as well ...
  • Parking

Fabulous 1 Reviews 9.0

from $194.00 Show details »

Orleans Cove in Orleans, USA

Orleans Cove

Holiday home in Orleans near Chatham, Massachusetts
Set in Orleans, within 2.9 km of South Orleans Beach and 14 km of Nauset Lighthouse, Orleans Cove offers accommodation with free WiFi, air conditionin...
  • Parking
  • Pets allowed

no reviews

from $216.67 Show details »

Pet-Friendly Cape Cod Cottage - Walk to Beach! in Brewster, USA

Pet-Friendly Cape Cod Cottage - Walk to...

Holiday home in Brewster near Chatham, Massachusetts
Cape Cod Getaway - Walk to Beach and Downtown! is set in Brewster, 1.5 km from Saints Landing Beach, 2.5 km from Robbins Hill Beach, as well as 2.9 km...
  • Parking
  • Pets allowed

no reviews

from $219.00 Show details »

Summer Get Away in Dennis Port, USA

Summer Get Away

Holiday home in Dennis Port near Chatham, Massachusetts
Set in Dennis Port, 1 km from Sea Street Beach, Summer Get Away offers accommodation with a garden, free WiFi and an ATM.
  • Parking

no reviews

from $201.33 Show details »

Depot Harbor Hideaway in Dennis Port, USA

Depot Harbor Hideaway

Holiday home in Dennis Port near Chatham, Massachusetts
Situated in Dennis Port in the Massachusetts region, Depot Harbor Hideaway has a patio.
  • Parking
  • Electric vehicle charging station

Very good 2 Reviews 8.5

from $356.67 Show details »

Summer Ocean Escapes in Dennis Port, USA

Summer Ocean Escapes

Holiday home in Dennis Port near Chatham, Massachusetts
Set within 300 metres of Sea Street Beach and 33 km of Nauset Lighthouse in Dennis Port, Summer Ocean Escapes offers accommodation with free WiFi and ...
  • Parking

Very good 16 Reviews 8.4

from $657.27 Show details »

Cape Beach Bungalow in Dennis Port, USA

Cape Beach Bungalow

Holiday home in Dennis Port near Chatham, Massachusetts
Situated in Dennis Port, 200 metres from Sea Street Beach and 33 km from Nauset Lighthouse, Cape Beach Bungalow features air-conditioned accommodation...
  • Parking

Very good 7 Reviews 8.6

from $231.67 Show details »

Pet-Friendly Cape Cod Getaway Less Than 1 Mi to Beach in Dennis Port, USA

Pet-Friendly Cape Cod Getaway Less Than...

Holiday home in Dennis Port near Chatham, Massachusetts
Set in Dennis Port, 1.1 km from Sea Street Beach, 32 km from Nauset Lighthouse and 37 km from Sandwich Glass Museum, Pet-Friendly Cape Cod Getaway Les...
  • Parking
  • Pets allowed

no reviews

from $445.33 Show details »

Pet-Friendly Cape Cod Home with Deck 2 Mi to Beaches in Eastham, USA

Pet-Friendly Cape Cod Home with Deck 2 M...

Holiday home in Eastham near Chatham, Massachusetts
Pet-Friendly Cape Cod Home with Deck 2 Mi to Beaches is situated in Eastham, 2 km from Herring Brook Beach, 8.9 km from Nauset Lighthouse, and 18 km f...
  • Parking
  • Pets allowed

Passable 1 Reviews 5.0

from $401.14 Show details »

Dennis Port Delight in Dennis Port, USA

Dennis Port Delight

Holiday home in Dennis Port near Chatham, Massachusetts
Situated in Dennis Port, within 2.6 km of Wilbur Park Beach and 30 km of Nauset Lighthouse, Dennis Port Delight offers accommodation with free WiFi, a...
  • Parking

no reviews

from $347.67 Show details »

37 Bassett in Dennis Port, USA

37 Bassett

Holiday home in Dennis Port near Chatham, Massachusetts
Located in Dennis Port, 1.4 km from Sea Street Beach, 37 Bassett provides accommodation with a garden, free WiFi and an ATM.
  • Parking

Very good 3 Reviews 8.0

from $260.00 Show details »

Cape Cod Cottage by Leavetown Vacations in Dennis Port, USA

Cape Cod Cottage by Leavetown Vacations

Holiday home in Dennis Port near Chatham, Massachusetts , 15 Easy Street
Located in Dennis Port in the Massachusetts region, Two Bedroom Cottage features a patio.
  • Parking

no reviews

from $295.00 Show details »

Crocker Neck Cottage in Dennis Port, USA

Crocker Neck Cottage

Holiday home in Dennis Port near Chatham, Massachusetts
Set in Dennis Port, 1.7 km from Sea Street Beach, Crocker Neck Cottage offers accommodation with a garden, free WiFi and an ATM.
  • Parking

no reviews

from $163.33 Show details »

Uncle Rolfs Cozy Cottage in Dennis Port, USA

Uncle Rolfs Cozy Cottage

Holiday home in Dennis Port near Chatham, Massachusetts
Set in Dennis Port, 700 metres from Sea Street Beach and 1.8 km from South Village Beach, Uncle Rolfs Cozy Cottage offers air-conditioned accommodatio...
  • Parking

Fabulous 4 Reviews 8.8

from $375.07 Show details »

Cape Cod Beach Cottage in Dennis, USA

Cape Cod Beach Cottage

Holiday home in Dennis near Chatham, Massachusetts
Situated in Dennis, 600 metres from Sea Street Beach, Cape Cod Beach Cottage features accommodation with a garden, free WiFi and an ATM.
  • Parking

no reviews

from $160.00 Show details »

Quaint Dennis Home with Deck and Grill, Walk to Beach! in Dennis, USA

Quaint Dennis Home with Deck and Grill,...

Holiday home in Dennis near Chatham, Massachusetts
Situated in Dennis, 700 metres from Sea Street Beach, 1.4 km from South Village Beach and 2.8 km from West Dennis Beach, Quaint Dennis Home with Deck ...
  • Parking
  • Internet facilities
  • Shower
  • Hairdryer
  • Refrigerator

no reviews

from $236.00 Show details »

Sunny Grove in Eastham, USA

Sunny Grove

Holiday home in Eastham near Chatham, Massachusetts
Situated in Eastham, 2.2 km from Herring Brook Beach and 2.5 km from Great Pond Beach, Sunny Grove provides accommodation with amenities such as free ...
  • Parking
  • Pets allowed

no reviews

from $208.00 Show details »

Eric's Place in Dennis, USA

Eric's Place

Holiday home in Dennis near Chatham, Massachusetts
Located in Dennis, 400 metres from Sea Street Beach, Erics Place provides accommodation with a garden, free WiFi and an ATM.
  • Parking
  • Tea/Coffee maker
  • Internet facilities
  • TV
  • Air conditioning

Pleasant 4 Reviews 6.0

from $270.55 Show details »

2 Minute Walk to Beach, Cape Cod Escape in Dennis Port, USA

2 Minute Walk to Beach, Cape Cod Escape

Holiday home in Dennis Port near Chatham, Massachusetts , 37 Ocean Drive 5
2 Minute Walk to Beach, Cape Cod Escape is located in Dennis Port, 1.5 km from South Village Beach and 2.8 km from West Dennis Beach, in an area where...
  • Parking

Exceptional 9 Reviews 9.8

from $300.00 Show details »

Oceanfront Cape Cod Vacation Rental Beach Access! in Dennis Port, USA

Oceanfront Cape Cod Vacation Rental Beac...

Holiday home in Dennis Port near Chatham, Massachusetts
Located in Dennis Port, a few steps from Sea Street Beach and 1.6 km from South Village Beach, Sea Watch Oceanfront Dennis Port Cottage! offers free W...
  • Parking
  • Pets allowed
  • Internet facilities
  • Shower
  • TV

Pleasant 3 Reviews 7.0

from $335.00 Show details »

Studio steps to a private beach!! Ocean views from backyard!! 2 Paddle Boards!! in Dennis Port, USA

Studio steps to a private beach!! Ocean...

Holiday home in Dennis Port near Chatham, Massachusetts , 41 Old Wharf Road Unit 4
Situated in Dennis Port and only a few steps from Sea Street Beach, Studio steps to a private beach!!
  • Parking

no reviews

from $199.00 Show details »

Traditional Cape Cod Cottage Walk to Beach! in West Dennis, USA

Traditional Cape Cod Cottage Walk to Bea...

Holiday home in West Dennis near Chatham, Massachusetts
Traditional Cape Cod Cottage Walk to Beach! is situated in West Dennis, 1.6 km from Sea Street Beach, 2.6 km from West Dennis Beach, as well as 34 km ...
  • Parking
  • Pets allowed

no reviews

from $156.00 Show details »

New England Getaway in Dennis, USA

New England Getaway

Holiday home in Dennis near Chatham, Massachusetts
Set in Dennis, within 26 km of Nauset Lighthouse and 36 km of Wellfleet Bay Wildlife Sanctuary, New England Getaway offers accommodation with free WiF...
  • Parking
  • Pets allowed

no reviews

from $1.367.43 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