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Roxbury Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Roxbury holiday rentals

A two-story house with a front porch, a staircase, and a small garden area.

1. Central Large 2-bedrooms with office in Keene

Central Large 2-bedrooms with office in Keene
Keene
9.6 out of 10, Exceptional, (9 reviews)
"Friendly hosts and excellent location to walk to downtown."
United States
Joshua
The price is HK$1,059
HK$1,320 total
includes taxes & fees
19 Oct - 20 Oct
Central Large 2-bedrooms with office in Keene
A house entrance with a mailbox labeled '9B Mail', a wooden door, and a brick wall interior visible through the open door.

2. 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, (47 reviews)
"Wonderful stay! Amazing location!"
United States
Basmattee B.
The price is HK$918
HK$1,609 total
includes taxes & fees
9 Nov - 10 Nov
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.
A modern kitchen with granite countertops, stainless steel appliances, and a central island.

3. 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 HK$1,507
HK$3,764 total
includes taxes & fees
19 Oct - 20 Oct
Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!
A modern kitchen with a wooden countertop, dark cabinets, and a large window.

4. Modern Downtown Escape HotTub Fire Pit Games 12ppl

Modern Downtown Escape HotTub Fire Pit Games 12ppl
Keene
9.4 out of 10, Exceptional, (27 reviews)
"Great stay, clean, accommodating and great location. Will stay again!"
United States
cody s.
The price is HK$1,617
HK$2,939 total
includes taxes & fees
18 Oct - 19 Oct
Modern Downtown Escape HotTub Fire Pit Games 12ppl
A lakeside park with picnic tables and a concrete walkway.

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 HK$432
HK$639 total
includes taxes & fees
22 Oct - 23 Oct
2 private mountain RV pads for rent. Full hook ups
A modern living room with a wooden door, a sofa, a dining table with chairs, and a mounted TV.

6. 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 HK$1,648
HK$2,470 total
includes taxes & fees
10 Nov - 11 Nov
Cozy Tiny House on Main Street. Fully Renovated.
A modern kitchen with wooden cabinets, a stainless steel refrigerator, a built-in oven, and a large island with bar stools.

7. 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, (4 reviews)
"The property was adorable, clean and had everything we needed. Even though it rained all weekend we still had the best time. Great, private location with amazing views and close to downtown Keene. The host was very responsive and made sure we were comfortable and had all the info we needed."
United States
Marie M.
The price is HK$1,872
HK$2,320 total
includes taxes & fees
18 Oct - 19 Oct
2 Bedroom waterfront home on a peaceful pond, large deck and dock. Enjoy nature.
A black-framed door with a glass panel, leading into a hallway with wooden flooring and white walls.

8. Cozy Cabin in a Rural setting-14

Cozy Cabin in a Rural setting-14
Temple
9.4 out of 10, Exceptional, (12 reviews)
"The experience was exemplary, and I would certainly consider staying at this property again should my travels return me to New Hampshire."
United States
Anghy
The price is HK$993
HK$1,581 total
includes taxes & fees
19 Oct - 20 Oct
Cozy Cabin in a Rural setting-14
A rustic cabin with a covered porch, a small shed, and outdoor seating.

9. 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 HK$706
HK$1,235 total
includes taxes & fees
25 Oct - 26 Oct
RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
A garden with a wooden pergola, purple flowers, and a river view.

10. 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 HK$1,031
HK$1,990 total
includes taxes & fees
20 Oct - 21 Oct
Family Friendly Hilltop House In Putney Vermont
A small, single-story house with a front door open, revealing a kitchen area with a sink and cabinets.

11. 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, (25 reviews)
"Amazing best place in nh"
United States
Dean S.
The price is HK$785
HK$1,448 total
includes taxes & fees
19 Oct - 20 Oct
Cozy Cabin in a rural setting #12 in Temple NH
A wooden deck with outdoor furniture, a white door, and windows.

12. 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 HK$1,530
HK$3,074 total
includes taxes & fees
15 Nov - 16 Nov
2 Bed 1.5 Bath on Pool Pond Close Franklin Pierce
A modern living room with a fireplace, a mounted TV, and a leather couch.

13. Cozy Cabin in a Rural Setting #16 near Temple,NH

Cozy Cabin in a Rural Setting #16 near Temple,NH
Temple
9.4 out of 10, Exceptional, (27 reviews)
"Great experience"
United States
Dalton
The price is HK$1,083
HK$1,805 total
includes taxes & fees
26 Oct - 27 Oct
Cozy Cabin in a Rural Setting #16 near Temple,NH
A compact kitchen with a red bench, a microwave, a sink, and a window with a view of a snowy landscape.

14. Cozy Vermont Tiny Home Get Away

Cozy Vermont Tiny Home Get Away
Brattleboro
The price is HK$565
HK$816 total
includes taxes & fees
31 Oct - 1 Nov
Cozy Vermont Tiny Home Get Away
A conservatory with a view of a lake surrounded by trees. Inside, there are two sofas facing the glass walls.

15. Peaceful Family Friendly Private Lake Waterfront Home Close to Skiing and Hiking

Peaceful Family Friendly Private Lake Waterfront Home Close to Skiing and Hiking
Bennington
10.0 out of 10, Exceptional, (16 reviews)
"Very cozy house Perfect for all family trip Very clean "
United States
Marcin W.
The price is HK$1,566
HK$3,121 total
includes taxes & fees
18 Oct - 19 Oct
Peaceful Family Friendly Private Lake Waterfront Home Close to Skiing and Hiking
A modern living room with a flat-screen TV, a sectional sofa, a coffee table, and a large window providing a view of the outdoors.

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

16+ppl 2 HotTubs Gamerooms FirePit 2 acre backyard
Antrim
10.0 out of 10, Exceptional, (11 reviews)
"Great place to relax with a woody vibe. Excellent stay"
United States
Logan V.
The price is HK$3,171
HK$5,323 total
includes taxes & fees
18 Oct - 19 Oct
16+ppl 2 HotTubs Gamerooms FirePit 2 acre backyard
A yurt with a deck, two Adirondack chairs, and a stone fire pit in a forest setting.

17. Yurt Oasis in the woods of Hinsdale, NH

Yurt Oasis in the woods of Hinsdale, NH
Hinsdale
9.6 out of 10, Exceptional, (12 reviews)
"What an amazing Yurt. The location was so peaceful. The yurt and outhouse was super clean. Hosts were friendly and helpful. I would stay again if in the area."
United States
Troy H.
The price is HK$678
HK$1,161 total
includes taxes & fees
26 Oct - 27 Oct
Yurt Oasis in the woods of Hinsdale, NH
A house by a lake with a dock and a boat.

18. Cabin & Sauna on Lake Monomonac near Mt. Monadnock

Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Rindge
10.0 out of 10, Exceptional, (13 reviews)
"Jim was a great host very friendly and welcoming, the cabin is in the perfect spot on the lake and we were able to see a fireworks show directly on the dock, thank you !"
United States
clifford t.
The price is HK$1,461
HK$2,258 total
includes taxes & fees
20 Oct - 21 Oct
Cabin & Sauna on Lake Monomonac near Mt. Monadnock
A house with a deck and a dock extending into a pond, surrounded by autumn foliage.

19. 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 HK$2,943
HK$5,279 total
includes taxes & fees
18 Oct - 19 Oct
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

The Putney Inn

The Putney Inn

10/10 Excellent
"Very clean and affordable accommodations in Putney. My wife and I have stayed there many times over the years and will continue to do so. Great location off the highway too."
Michael 1-night trip
Posted 4 hours ago
The Putney Inn

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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Look no further and take a look at our great range of rental properties in Roxbury!

Frequently asked questions

Are there holiday rentals in Roxbury?

Yes, there are holiday rentals close to the most popular sights in Roxbury, or you can select a more secluded option if you're looking for a relaxing stay. Roxbury is known for its mountain views and ski areas.

What are some of the best holiday rentals that Roxbury has to offer?

Spectacular Log Home with Private Lake Access: This holiday home rental outside of Roxbury is located on a lake, and has a patio, a garden and a BBQ 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 that you can cook with friends or family. Make the most 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 wider area, you’ll find Central Square and Colonial Theatre.

What’s a holiday rental in Roxbury like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Roxbury. Holiday rentals offer extras like WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from shared hotel lifts and busy lobbies while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for a small group gathering.