Minimap with link to location map
Filters
Price
Rating
Distance from Center
Rating (according to Stars)
Facilities

Check availability






Holiday homes in Chatham (Page 4)

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)
Life's Better at the Beach in Eastham, USA

Life's Better at the Beach

Holiday home in Eastham near Chatham, Massachusetts
Located in Eastham, 400 metres from Kingsbury Beach and 1.5 km from First Encounter Beach, Lifes Better at the Beach offers free WiFi, a garden and ai...
  • Parking
  • Tea/Coffee maker
  • Internet facilities
  • Shower
  • Bath

Pleasant 4 Reviews 7.0

from $228.00 Show details »

Skylight Tonight in South Dennis, USA

Skylight Tonight

Holiday home in South Dennis near Chatham, Massachusetts
Located in South Dennis, 2.8 km from Wilbur Park Beach and 32 km from Nauset Lighthouse, Skylight Tonight offers free WiFi, a garden and air condition...
  • Parking
  • Pets allowed
  • Tea/Coffee maker
  • Shower
  • Bath

Very good 9 Reviews 8.1

from $312.31 Show details »

Four Season Modern Cape Cod Cottage (with heat) in Eastham, USA

Four Season Modern Cape Cod Cottage (wit...

Holiday home in Eastham near Chatham, Massachusetts , 27 Locust Road
Four Season Modern Cape Cod Cottage (with heat), a property with a garden, is located in Eastham, 2.5 km from Herring Brook Beach, 4.7 km from Nauset ...
  • Parking
  • Family rooms

no reviews

from $173.05 Show details »

Trotting Park Paradise in West Dennis, USA

Trotting Park Paradise

Holiday home in West Dennis near Chatham, Massachusetts
Trotting Park Paradise is set in West Dennis, 600 metres from South Village Beach, and offers a balcony, garden, and free WiFi.
  • Parking

no reviews

from $207.00 Show details »

Dreamy Dennis Retreat 4 Mi to Mayflower Beach! in Dennis, USA

Dreamy Dennis Retreat 4 Mi to Mayflower...

Holiday home in Dennis near Chatham, Massachusetts
Within 32 km of Nauset Lighthouse and 35 km of Sandwich Glass Museum, Quaint Cape Cod Retreat 4 Mi to Corporation Beach offers free WiFi and a garden.
  • Parking
  • Internet facilities
  • Iron
  • Refrigerator
  • DVD player

no reviews

from $236.00 Show details »

Kelleys Bay Bungalow in South Dennis, USA

Kelleys Bay Bungalow

Holiday home in South Dennis near Chatham, Massachusetts
Set in South Dennis, just 33 km from Nauset Lighthouse, Kelleys Bay Bungalow offers accommodation with a garden, a shared lounge and free WiFi.
  • Parking
  • Pets allowed

Exceptional 1 Reviews 10.0

from $156.67 Show details »

esCAPE in Eastham, USA

esCAPE

Holiday home in Eastham near Chatham, Massachusetts
Located in Eastham, 700 metres from Kingsbury Beach, esCAPE provides accommodation with a garden, free WiFi and an ATM.
  • Parking
  • Pets allowed

Pleasant 3 Reviews 6.7

from $440.95 Show details »

Villa Fairview in South Dennis, USA

Villa Fairview

Holiday home in South Dennis near Chatham, Massachusetts
Located in South Dennis, 33 km from Nauset Lighthouse, Villa Fairview provides accommodation with a garden, free WiFi and an ATM.
  • Parking

Fabulous 1 Reviews 9.0

from $331.65 Show details »

Thumpertown Manor in Eastham, USA

Thumpertown Manor

Holiday home in Eastham near Chatham, Massachusetts
Situated in Eastham, 300 metres from Kingsbury Beach and 700 metres from Campground Beach, Thumpertown Manor features air-conditioned accommodation wi...
  • Parking

no reviews

from $543.91 Show details »

Sandy Forest in Eastham, USA

Sandy Forest

Holiday home in Eastham near Chatham, Massachusetts
Situated in Eastham, 2.7 km from Great Pond Beach, Sandy Forest features accommodation with a garden, free WiFi and an ATM.
  • Parking

Good 4 Reviews 7.7

from $174.00 Show details »

Thompson House Cape Cod in South Yarmouth, USA

Thompson House Cape Cod

Holiday home in South Yarmouth near Chatham, Massachusetts , 17 Angelos Rd
Thompson House Cape Cod, a property with a garden and a terrace, is set in South Yarmouth, 32 km from Sandwich Glass Museum, 32 km from Heritage Museu...
  • Parking
  • Family rooms

Very good 2 Reviews 8.5

from $477.75 Show details »

Thumpertown Grove in Eastham, USA

Thumpertown Grove

Holiday home in Eastham near Chatham, Massachusetts
Set in Eastham, 700 metres from Kingsbury Beach and 1.1 km from Campground Beach, Thumpertown Grove offers free WiFi, a garden and air conditioning.
  • Parking

no reviews

from $249.00 Show details »

Cape Cod Cottage Deck, Grill and Kayaks, Near Beach in Dennis, USA

Cape Cod Cottage Deck, Grill and Kayaks,...

Holiday home in Dennis near Chatham, Massachusetts
Situated in Dennis, 33 km from Sandwich Glass Museum and 34 km from Heritage Museums & Gardens, Cozy Cape Cottage with Kayaks by Follins Pond! provide...
  • Parking

no reviews

from $165.00 Show details »

Lighthouse Lodge in Eastham, USA

Lighthouse Lodge

Holiday home in Eastham near Chatham, Massachusetts
Set in Eastham, 2.5 km from Great Pond Beach and 2.8 km from Coast Guard Beach, Lighthouse Lodge offers air-conditioned accommodation with a patio and...
  • Parking

Very good 2 Reviews 8.5

from $288.86 Show details »

Sea Glass in West Dennis, USA

Sea Glass

Holiday home in West Dennis near Chatham, Massachusetts
Located in West Dennis, 1.3 km from West Dennis Beach and 1.4 km from South Village Beach, Sea Glass offers free WiFi, a garden and air conditioning.
  • Parking
  • Tea/Coffee maker
  • Internet facilities
  • Shower
  • Bath

Very good 4 Reviews 8.5

from $195.33 Show details »

Cape Cod Home with Game Room - 3 Mi From Mayflower! in Dennis, USA

Cape Cod Home with Game Room - 3 Mi From...

Holiday home in Dennis near Chatham, Massachusetts
Situated in Dennis, 29 km from Nauset Lighthouse, 37 km from Sandwich Glass Museum and 37 km from Heritage Museums & Gardens, Cape Cod Home with Game ...
  • Parking
  • Internet facilities
  • Bath
  • TV
  • Hairdryer

Exceptional 1 Reviews 10.0

from $488.00 Show details »

Sit Back & Relax in Eastham, USA

Sit Back & Relax

Holiday home in Eastham near Chatham, Massachusetts
Set in Eastham, 2.2 km from Great Pond Beach and 3.7 km from Nauset Lighthouse, Sit Back & Relax offers air-conditioned accommodation with a patio and...
  • Parking

no reviews

from $367.29 Show details »

Dream Dennis Getaway in Dennis, USA

Dream Dennis Getaway

Holiday home in Dennis near Chatham, Massachusetts
Located in Dennis, 30 km from Nauset Lighthouse and 35 km from Sandwich Glass Museum, Dream Dennis Getaway provides accommodation with amenities such ...
  • Parking

no reviews

from $208.00 Show details »

Easy Eastham in Eastham, USA

Easy Eastham

Holiday home in Eastham near Chatham, Massachusetts
Located in Eastham, 1.2 km from Campground Beach, Easy Eastham provides accommodation with a garden, free WiFi and an ATM.
  • Parking

Pleasant 4 Reviews 6.5

from $146.33 Show details »

Mayflower Sunset in Dennis, USA

Mayflower Sunset

Holiday home in Dennis near Chatham, Massachusetts
Located in Dennis, 2 km from Corporation Beach, Mayflower Sunset provides accommodation with a garden, free WiFi and an ATM.
  • Parking

no reviews

from $242.67 Show details »

One Love - Eastham in Campground Landing, USA

One Love - Eastham

Holiday home in Campground Landing near Chatham, Massachusetts
One Love - Eastham is set in Eastham, 3 km from Coast Guard Beach.
  • Parking

Pleasant 7 Reviews 6.3

from $208.33 Show details »

South Yarmouth Cottage by Leavetown Vacations in South Yarmouth, USA

South Yarmouth Cottage by Leavetown Vaca...

Holiday home in South Yarmouth near Chatham, Massachusetts , 30 Lambert Road
Two Bedroom Loft Cottage is located in South Yarmouth, 31 km from Heritage Museums & Gardens, 35 km from Nauset Lighthouse, as well as 45 km from Well...
  • Parking
  • Pets allowed

Fabulous 5 Reviews 8.6

from $289.00 Show details »

Seagulls Nest in Dennis, USA

Seagulls Nest

Holiday home in Dennis near Chatham, Massachusetts , 6 Madison Road
Set in Dennis and only 31 km from Nauset Lighthouse, Seagulls Nest offers accommodation with lake views, free WiFi and free private parking.
  • Parking
  • Tea/Coffee maker
  • Shower
  • Bath
  • TV

Superb 4 Reviews 9.5

from $200.00 Show details »

Mermaid Cottage in Dennis, USA

Mermaid Cottage

Holiday home in Dennis near Chatham, Massachusetts , 49 Cliff Street
Mermaid Cottage is set in Dennis Village on the Bayside, 38 km from Provincetown.
  • Parking
  • Tea/Coffee maker
  • Shower
  • Bath
  • TV

Exceptional 1 Reviews 10.0

from $248.00 Show details »

Lilly Pond Place in Dennis, USA

Lilly Pond Place

Holiday home in Dennis near Chatham, Massachusetts
Located in Dennis, 31 km from Nauset Lighthouse and 33 km from Sandwich Glass Museum, Lilly Pond Place provides accommodation with free WiFi, air cond...
  • Parking

no reviews

from $448.67 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