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Holiday homes in Richmond You’ll Love

Top-Rated Richmond Holiday homes for Every Budget and Style!

Looking for a holiday home in Richmond (Massachusetts)? Browse a wide range of vacation rentals – from cozy retreats to spacious family homes – starting at just $51.00 per night. Whether you are planning a weekend getaway or a longer stay, you will find the perfect home away from home in the heart of Richmond.

We found 17 Holiday-homes in Richmond and the surrounding area (within 30 miles)

Stunning All-Season Renovated Barn Escape! in East Chatham, USA

Stunning All-Season Renovated Barn Escap...

Villa in East Chatham near Richmond, Massachusetts , 111 Schoolhouse Road
Featuring a garden, Stunning All-Season Renovated Barn Escape! features accommodations in East Chatham.
  • Parking
  • Pets allowed
  • Family rooms

no reviews

from $62.00 Show details »

Stylish Rural Sanctuary Perfect for Every Season! in East Chatham, USA

Stylish Rural Sanctuary Perfect for Ever...

Villa in East Chatham near Richmond, Massachusetts , 111 Schoolhouse Road
Providing a garden, Stylish Rural Sanctuary Perfect for Every Season! offers accommodations in East Chatham.
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

no reviews

from $54.00 Show details »

Classic Stockbridge Cottage in Stockbridge, USA

Classic Stockbridge Cottage

Holiday home in Stockbridge near Richmond, Massachusetts , Christian Hill Road 15
Classic Stockbridge Cottage is located in Stockbridge, just a 19-minute walk from Norman Rockwell Museum and 5.6 miles from Tanglewood Musical Center.
  • Parking
  • Pets allowed

no reviews

from $473.45 Show details »

Berkshire Vacation Rentals: Loft Style Cabin In West Stockbridge Book Now in West Stockbridge, USA

Berkshire Vacation Rentals: Loft Style C...

Holiday home in West Stockbridge near Richmond, Massachusetts , Pixley Hill Road 9
Berkshire Vacation Rentals: Loft Style Cabin In West Stockbridge Book Now is located in West Stockbridge, just 2.7 miles from Norman Rockwell Museum a...
  • Parking
  • Pets allowed

no reviews

from $80.00 Show details »

Tranquil 3 BR Stockbridge House with Private Deck! in Stockbridge, USA

Tranquil 3 BR Stockbridge House with Pri...

Holiday home in Stockbridge near Richmond, Massachusetts
Tranquil 3 BR Stockbridge House with Private Deck! offers accommodations in Stockbridge, 5.7 miles from Tanglewood and 8.7 miles from Cranwell Spa & G...
  • Parking
  • Pets allowed
  • Spa and wellness centre

Exceptional 2 Reviews 9.5

from $354.41 Show details »

Cozy Stockbridge Cabin - Walk to Beach and Lake! in Stockbridge, USA

Cozy Stockbridge Cabin - Walk to Beach a...

Holiday home in Stockbridge near Richmond, Massachusetts
Cozy Stockbridge Cabin - Walk to Beach and Lake! is located in Stockbridge, just 3.2 miles from Norman Rockwell Museum and 3.3 miles from Tanglewood.
  • Parking
  • Spa and wellness centre

Fabulous 2 Reviews 9.0

from $288.51 Show details »

Stockbridge Home Walk to Town Beach! in Stockbridge, USA

Stockbridge Home Walk to Town Beach!

Holiday home in Stockbridge near Richmond, Massachusetts
Stockbridge Home Walk to Town Beach! is located in Stockbridge, just 2.4 miles from Tanglewood and 3.6 miles from Cranwell Spa & Golf Club.
  • Parking
  • Spa and wellness centre

Very good 4 Reviews 8.5

from $245.26 Show details »

Wellspring by AvantStay Indoor Pool Views in Richmond, USA

Wellspring by AvantStay Indoor Pool View...

Holiday home in Richmond, Massachusetts
Wellspring by AvantStay Indoor Pool Views offers accommodations in Richmond, 2.4 miles from Tanglewood Musical Center and 2.8 miles from Tanglewood.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Exceptional 1 Reviews 10.0

from $1.101.83 Show details »

Private Guest House in Dtwn Lenox, Walk to Dining! in Lenox, USA

Private Guest House in Dtwn Lenox, Walk...

Holiday home in Lenox near Richmond, Massachusetts
Private Guest House in Dtwn Lenox, Walk to Dining! offers accommodations in Lenox, 1.6 miles from Cranwell Spa & Golf Club and 1.6 miles from Tanglewo...
  • Parking

Exceptional 11 Reviews 9.5

from $331.27 Show details »

Restored 1881 Farm House in Lenox, USA

Restored 1881 Farm House

Holiday home in Lenox near Richmond, Massachusetts , 76 East Dugway Road
Restored 1881 Farm House offers accommodations in Lenox, 8.6 miles from Norman Rockwell Museum and 26 miles from The Clark Art Institute.
  • Pets allowed
  • Family rooms

Exceptional 5 Reviews 9.8

from $326.15 Show details »

Beautiful Lenox Home, 3 Mi to Shakespeare and Co! in Lenox, USA

Beautiful Lenox Home, 3 Mi to Shakespear...

Holiday home in Lenox near Richmond, Massachusetts
Beautiful Lenox Home, 3 Mi to Shakespeare and Co! offers accommodations in Lenox, 3.7 miles from Cranwell Spa & Golf Club and 3.7 miles from Tanglewoo...
  • Parking
  • Spa and wellness centre

Very good 4 Reviews 8.0

from $409.57 Show details »

Berkshire Vacation Rentals: Private Cottage Come Enjoy Nature in Canaan, USA

Berkshire Vacation Rentals: Private Cott...

Holiday home in Canaan near Richmond, Massachusetts , Tremper Association Road 13
Berkshire Vacation Rentals: Private Cottage Come Enjoy Nature offers accommodations in Canaan, 8.9 miles from Tanglewood Musical Center and 9.3 miles ...
  • Parking

Superb 3 Reviews 9.3

from $281.67 Show details »

Lenox House with Screened Patio and Mountain View in Lenox, USA

Lenox House with Screened Patio and Moun...

Holiday home in Lenox near Richmond, Massachusetts
Lenox House with Screened Patio and Mountain View offers accommodations in Lenox, 5.3 miles from Tanglewood and 5.5 miles from Cranwell Spa & Golf Clu...
  • Parking
  • Pets allowed
  • Spa and wellness centre
  • Outdoor pool
  • Swimming pool

no reviews

from $236.17 Show details »

Richmond Cottage with Fire Pit and Furnished Deck! in Richmond, USA

Richmond Cottage with Fire Pit and Furni...

Holiday home in Richmond, Massachusetts
Richmond Cottage with Fire Pit and Furnished Deck! is located in Richmond, just 6.8 miles from Tanglewood and 10 miles from Norman Rockwell Museum.
  • Parking

no reviews

from $82.00 Show details »

Family-Friendly Richmond Cottage with Private Yard in Pittsfield, USA

Family-Friendly Richmond Cottage with Pr...

Holiday home in Pittsfield near Richmond, Massachusetts
Family-Friendly Richmond Cottage with Private Yard is located in Pittsfield, just 6.7 miles from Tanglewood Musical Center and 7.1 miles from Tanglewo...
  • Parking
  • Pets allowed

Fabulous 1 Reviews 9.0

from $88.00 Show details »

Berkshire Hideaway with Fire Pit and Playground! in Canaan, USA

Berkshire Hideaway with Fire Pit and Pla...

Holiday home in Canaan near Richmond, Massachusetts
Berkshire Hideaway with Fire Pit and Playground! is located in Canaan, just 12 miles from Tanglewood and 14 miles from Norman Rockwell Museum.
  • Parking

no reviews

from $282.34 Show details »

Berkshire Mountain Lodge in Pittsfield, USA

Berkshire Mountain Lodge

Lodge in Pittsfield near Richmond, Massachusetts , 8 Dan Fox Drive
Featuring an indoor swimming pool and a fitness center, Berkshire Mountain Lodge is located in Pittsfield.
  • Parking
  • Sauna
  • Fitness centre
  • Family rooms
  • Indoor pool

Very good 668 Reviews 8.5

from $95.40 Show details »

Number of Holiday homes in Richmond 17
Number of guest ratings 35
Average price per night $371.00
Lowest price per night $51,00
Highest price per night $4.626,94

Top 10 Cheapest Holiday-homes in Richmond

Discover the Cheapest Holiday-homes in Richmond – Ranked by Lowest Nightly Rates.

Top 10 Most Booked Holiday-homes in Richmond

Check out the Most Booked Holiday-homes in Richmond – Based on Guest Popularity.

Holiday homes in Richmond (Massachusetts), comfortable and familiar

Staying in a holiday or vacation home in Richmond 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 Richmond 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 Richmond 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