Holiday rentals in Richmond
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Top-rated holiday rentals in Richmond
Guests agree: these stays are highly rated for location, cleanliness and more.
Home in Canaan
5.0 out of 5 average rating, 132 reviewsCountry Cottage
Quiet, peaceful cottage nestled on country road w/pond & stream. Located minutes from all season activites; lakes, concerts, theatre, horseracing, VT, MA, skiing, hiking,botanical garden, Tanglewood, Mass Moca, Mt. Greylock & more. Visit local Shaker round barn or simply barbeque on deck & enjoy the woods, flowers, wildlife & nature. Cottage has fully equipped kitchen. Local village has convenience store & Restaurants. Large grocery stores 15-20 mi Vehicle is vital for exploring the area.
12–19 Mar
Home in Lee
4.89 out of 5 average rating, 234 reviewsCozy Berkshires Cottage
Stay in a cozy Berkshires 1920's cottage! The bedroom occupies the entire second floor with peaceful views of the surrounding field and yard. The cottage is set back from the main road, easily accessible yet private. - Zoned air conditioning & heating makes every room comfortable year-round. - Close to Tanglewood, Jacob's Pillow, Outlet Mall, Kripalu, Turnpike. - Ideal for couples, solo adventurers, business travelers, and furry friends (pets). (Note: MA requires 11.7% tax added to charges)
13–20 Sept
Guest suite in Richmond
4.92 out of 5 average rating, 170 reviewsSki/Private Ranch/Kid friendly/Pet Friendly/Horses
Pet-Friendly, Child-Friendly Getaway! Modern suite with full kitchen on private horse ranch. Wake to horses in the fields, hiking, breakfast on your patio. Perfect location for individuals, couples, families animal lovers. Near all ski areas (Jiminy Peak/Catamount/Bousquet /Butternut), shopping, museums (Norman Rockwell/Mass MoCA) wine tasting (Balderdash Cellars, Hilltop Orchards) Tanglewood, Jacobs Pillow, Miraval, Kripalu, Canyon Ranch. Trail ride lessons /Horse activities available by appt!
8–15 May
Holiday rentals for every style
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Popular amenities for Richmond holiday rentals
Other great holiday rentals in Richmond
Farm stay in New Lebanon
4.95 out of 5 average rating, 183 reviewsBarn Stay at Shadowbrook Farm
13–20 Sept
Flat in Copake Falls
4.93 out of 5 average rating, 250 reviewsModern Copake Falls Getaway - 8 Mins to Catamount
14–21 Sept
Flat in Petersburg
4.85 out of 5 average rating, 143 reviewsThe Beer Diviner Brewery Apartment
29 Aug – 5 Sept
Flat in Great Barrington
4.95 out of 5 average rating, 314 reviewsPrivate En Suite in Beautiful Victorian
30 Apr – 7 May
Cottage in West Stockbridge
4.98 out of 5 average rating, 106 reviewsHistoric 1810 Farmhouse - Fully Renovated
8–15 Jun
Flat in Canaan
5.0 out of 5 average rating, 81 reviewsMountain View Getaway
17–24 Nov
Home in Richmond
5.0 out of 5 average rating, 54 reviewsLUXURY BERKSHIRES BARN! GRAND! VIEWS! 2/2
21–28 Nov
Home in Richmond
5.0 out of 5 average rating, 27 reviewsBerkshire Cottage Retreat in Idyllic Setting
30 Aug – 6 Sept
Home in Richmond
4.91 out of 5 average rating, 11 reviewsBerkshire Beauty-Full Home
29 Oct – 5 Nov
Home in Richmond
4.96 out of 5 average rating, 23 reviewsEscape to The Berkshires w/Pool by Evergreen Home
24 Sept – 1 Oct
Flat in Pittsfield
4.92 out of 5 average rating, 24 reviewsComfortable Pittsfield Loft
1–8 Feb
Flat in Pittsfield
4.81 out of 5 average rating, 16 reviewsCozy Studio Apt in Downtown Victorian
17–24 Apr
Quick stats about holiday rentals in Richmond
Total rentals | 30 properties |
---|---|
Rentals with dedicated workspaces | 20 properties have a dedicated workspace |
Pet-friendly rentals | 20 properties allow pets |
Family-friendly rentals | 30 properties are a good fit for families |
Total number of reviews | 1.5K reviews |
Nightly prices starting at | £71 before taxes and fees |
Destinations to explore
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