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Roxbury Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Roxbury vacation rentals

Coffee/tea maker, fridge, microwave, oven

1. Modern Downtown Escape HotTub Fire Pit Games 12ppl

Modern Downtown Escape HotTub Fire Pit Games 12ppl
Keene
9.4 out of 10, Exceptional, (26 reviews)
"Great stay, clean, accommodating and great location. Will stay again!"
United States
cody s.
The price is ￥30,356
￥56,426 total
includes taxes & fees
Sep 22 - Sep 23
Modern Downtown Escape HotTub Fire Pit Games 12ppl
Coffee/tea maker, fridge, microwave, oven

2. Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!

Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!
Keene
10.0 out of 10, Exceptional, (4 reviews)
"Communication with the host was easy and the house was great. I would definitely book this home again if/when I come back to Keene."
United States
Jeremy S.
The price is ￥30,121
￥75,235 total
includes taxes & fees
Sep 22 - Sep 23
Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!
Exterior

3. Central Large 2-bedrooms with office in Keene

Central Large 2-bedrooms with office in Keene
Keene
9.6 out of 10, Exceptional, (7 reviews)
"Friendly hosts and excellent location to walk to downtown."
United States
Joshua
The price is ￥31,768
￥38,893 total
includes taxes & fees
Oct 4 - Oct 5
Central Large 2-bedrooms with office in Keene
Exterior detail

4. Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.

Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.
Peterborough
9.8 out of 10, Exceptional, (44 reviews)
"Wonderful stay! Amazing location!"
United States
Basmattee B.
The price is ￥15,390
￥28,613 total
includes taxes & fees
Sep 22 - Sep 23
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.
Outdoor dining

5. 2 private mountain RV pads for rent. Full hook ups

2 private mountain RV pads for rent. Full hook ups
Winchester
The price is ￥8,628
￥10,214 total
includes taxes & fees
Sep 22 - Sep 23
2 private mountain RV pads for rent. Full hook ups
Private kitchen

6. 2 Bedroom waterfront home on a peaceful pond, large deck and dock. Enjoy nature.

2 Bedroom waterfront home on a peaceful pond, large deck and dock. Enjoy nature.
Fitzwilliam
10.0 out of 10, Exceptional, (1 review)
"This place was really beautifully appointed and thoughtfully stocked. Kitchen stock was great.Lots of coffees, teas, bottled water…all very thoughtful touches. Comfy beds. Beautiful little home. Pond was really nice. Convenient to Monandock. Really loved it. Lots of appreciation for the hosts."
United States
Len S.
The price is ￥37,416
￥46,383 total
includes taxes & fees
Sep 22 - Sep 23
2 Bedroom waterfront home on a peaceful pond, large deck and dock. Enjoy nature.
Terrace/patio

7. RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options

RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
Hinsdale
10.0 out of 10, Exceptional, (19 reviews)
"Very enjoyable getaway weekend!!"
United States
Adrienne
The price is ￥14,119
￥23,320 total
includes taxes & fees
Sep 22 - Sep 23
RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
Exterior detail

8. Cozy Cabin in a rural setting #12 in Temple NH

Cozy Cabin in a rural setting #12 in Temple NH
Temple
9.2 out of 10, Wonderful, (23 reviews)
"Amazing best place in nh"
United States
Dean S.
The price is ￥15,696
￥28,945 total
includes taxes & fees
Sep 22 - Sep 23
Cozy Cabin in a rural setting #12 in Temple NH
Terrace/patio

9. 2 Bed 1.5 Bath on Pool Pond Close Franklin Pierce

2 Bed 1.5 Bath on Pool Pond Close Franklin Pierce
Rindge
10.0 out of 10, Exceptional, (25 reviews)
"Everything was really great. Nice place...beautiful view of the lake, easy access, clean, well-equipped. "
United States
Dennis F.
The price is ￥30,592
￥59,577 total
includes taxes & fees
Sep 22 - Sep 23
2 Bed 1.5 Bath on Pool Pond Close Franklin Pierce
Smart TV

10. Cozy Tiny House on Main Street. Fully Renovated.

Cozy Tiny House on Main Street. Fully Renovated.
Dublin
10.0 out of 10, Exceptional, (5 reviews)
"Very nice well kept and a great location to Monadnock Hospital."
United States
Melissa M.
The price is ￥36,710
￥53,973 total
includes taxes & fees
Sep 22 - Sep 23
Cozy Tiny House on Main Street. Fully Renovated.
3 bedrooms

11. Cozy 3 bedroom Cottage on Farm with great outdoor space 10 min to Bellows Falls

Cozy 3 bedroom Cottage on Farm with great outdoor space 10 min to Bellows Falls
Walpole
10.0 out of 10, Exceptional, (6 reviews)
"A cozy little cottage on a beautiful property. Great for 4 adults or a small family "
United States
Sheilah Z.
The price is ￥59,356
￥72,743 total
includes taxes & fees
Sep 27 - Sep 28
Cozy 3 bedroom Cottage on Farm with great outdoor space 10 min to Bellows Falls
Property grounds

12. Large Farmhouse with expansive views, firepit 15 min north of Keene

Large Farmhouse with expansive views, firepit 15 min north of Keene
Walpole
The price is ￥61,538
￥75,791 total
includes taxes & fees
Sep 22 - Sep 23
Large Farmhouse with expansive views, firepit 15 min north of Keene
Coffee/tea maker, fridge, microwave, oven

13. Cobb Meadow House - Cozy 5 Bedroom New England home in The Monadnock Region

Cobb Meadow House - Cozy 5 Bedroom New England home in The Monadnock Region
Dublin
10.0 out of 10, Exceptional, (26 reviews)
"Good place to stay during a wedding week"
United States
Veronique S.
The price is ￥65,890
￥112,836 total
includes taxes & fees
Sep 22 - Sep 23
Cobb Meadow House - Cozy 5 Bedroom New England home in The Monadnock Region
Terrace/patio

14. Rustic & Renovated Hot Tub/Game Room Sleeps 8ppl

Rustic & Renovated Hot Tub/Game Room Sleeps 8ppl
Antrim
9.6 out of 10, Exceptional, (10 reviews)
"Host was communicative and helpful with some specific questions we had. The apartment was in a cute older house, nicely updated and set up for guests. Everything was nicely labeled to be easy to find. The hot tub was great as well!"
United States
Sarah H.
The price is ￥28,097
￥48,869 total
includes taxes & fees
Sep 24 - Sep 25
Rustic & Renovated Hot Tub/Game Room Sleeps 8ppl
Beach towels

15. HotTub FirePit Games Huge Backyard Family Friendly

HotTub FirePit Games Huge Backyard Family Friendly
Antrim
9.4 out of 10, Exceptional, (16 reviews)
"The hot tub was great and the peace and quiet was very nice."
United States
Brian B.
The price is ￥28,097
￥48,869 total
includes taxes & fees
Sep 23 - Sep 24
HotTub FirePit Games Huge Backyard Family Friendly
Interior

16. Enjoy your stay in an antique home in an antique toy museum!

Enjoy your stay in an antique home in an antique toy museum!
Winchendon
9.4 out of 10, Exceptional, (9 reviews)
"What a fun stay! Great communication with the property manager Don, cute town, lots of American history to be discovered, fun stay. 10/10 highly recommend!!!"
United States
Katja Z.
The price is ￥50,986
￥60,857 total
includes taxes & fees
Sep 23 - Sep 24
Enjoy your stay in an antique home in an antique toy museum!
1 bedroom, desk, iron/ironing board, WiFi

17. Cozy Cabin in a Rural setting #8

Cozy Cabin in a Rural setting #8
Temple
9.2 out of 10, Wonderful, (5 reviews)
"Nice stay"
United States
Michael
The price is ￥16,237
￥27,656 total
includes taxes & fees
Sep 27 - Sep 28
Cozy Cabin in a Rural setting #8
Property grounds

18. Family Friendly Hilltop House In Putney Vermont

Family Friendly Hilltop House In Putney Vermont
Putney
9.4 out of 10, Exceptional, (64 reviews)
"The house was all we expected. Very comfortable and ready for us when we arrived. It’s a bit out of the way, at the end of a private road, but quiet and secluded. Our host was attentive without being intrusive. She clearly wanted to make sure our stay met our expectations and was pleasant. All in all, a delightful way to visit Vermont!"
United States
Susan G.
The price is ￥24,426
￥44,049 total
includes taxes & fees
Sep 22 - Sep 23
Family Friendly Hilltop House In Putney Vermont
Terrace/patio

19. 16+ppl 2 HotTubs Gamerooms FirePit 2 acre backyard

16+ppl 2 HotTubs Gamerooms FirePit 2 acre backyard
Antrim
9.8 out of 10, Exceptional, (10 reviews)
"Great place to relax with a woody vibe. Excellent stay"
United States
Logan V.
The price is ￥56,336
￥97,721 total
includes taxes & fees
Sep 24 - Sep 25
16+ppl 2 HotTubs Gamerooms FirePit 2 acre backyard
Exterior

20. Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston

Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston
Stoddard
10.0 out of 10, Exceptional, (6 reviews)
"Everything was perfect for our weekend stay. Host responded immediately to our questions. House had all the amenities for an enjoyable time!"
United States
Mary P.
The price is ￥52,947
￥98,469 total
includes taxes & fees
Sep 22 - Sep 23
Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Roxbury Hotel Reviews

Latchis Hotel

Latchis Hotel

10/10 Excellent
"WE enjoyed the architecture of the whole complex - reception coffee lounge (Hot Drinks day and night as a compliment). Parking was right there. Center of town. The staff helped us when we needed to extend at the special rate. It attracts fun guests. It is a special place - not the run of the mill franchise. The linen is first class, nice thick towels. The room had a microwave and a refrig, plus the record player theme is another theme for folks who appreciate the vinyl era. Remember - Art Deco Era - not modern era."
Kris 6-night trip
Posted less than an hour ago
Latchis Hotel

Find out more about Roxbury

Search for holiday rentals in Roxbury on Expedia! You can easily find your home rentals, villas, holiday apartments in Roxbury using one of the methods below:

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Frequently asked questions

Are there vacation rentals in Roxbury?

Yes, we offer vacation rentals close to popular local attractions in Roxbury, or you can select a more secluded option if you want a relaxing place to stay. Roxbury is known for its mountain views and ski areas.

What's the top vacation rental that Roxbury has to offer?

Spectacular Log Home with Private Lake Access: This vacation home rental near Roxbury is located on a lake and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

What’s there to see and do in Roxbury?

While exploring the area, visit family-friendly sights like Cheshire Children's Museum, or get outside and enjoy nature at Granite Gorge. In the larger area, you’ll find Central Square and Colonial Theatre.

What’s a vacation rental in Roxbury like?

Vacation rentals are privately owned properties you can book for short or long periods in Roxbury. Vacation rentals provide amenities like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from shared hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for a small group gathering.