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Roxbury Vacation Rentals

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Check prices for these dates

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

Our top choices for Roxbury vacation 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 CA $242
CA $295 total
includes taxes & fees
Oct 19 - Oct 20
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 CA $173
CA $299 total
includes taxes & fees
Nov 9 - Nov 10
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 CA $273
CA $682 total
includes taxes & fees
Oct 21 - Oct 22
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 CA $293
CA $540 total
includes taxes & fees
Oct 15 - Oct 16
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 CA $78
CA $116 total
includes taxes & fees
Oct 17 - Oct 18
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 CA $299
CA $448 total
includes taxes & fees
Nov 8 - Nov 9
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. "Pondlife" - Waterfront home in a peaceful, wooded setting.

"Pondlife" - Waterfront home in a peaceful, wooded setting.
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 CA $339
CA $420 total
includes taxes & fees
Oct 15 - Oct 16
"Pondlife" - Waterfront home in a peaceful, wooded setting.
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 CA $180
CA $285 total
includes taxes & fees
Oct 18 - Oct 19
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 CA $128
CA $224 total
includes taxes & fees
Oct 26 - Oct 27
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 CA $187
CA $376 total
includes taxes & fees
Oct 27 - Oct 28
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 CA $142
CA $262 total
includes taxes & fees
Oct 18 - Oct 19
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 CA $277
CA $557 total
includes taxes & fees
Oct 15 - Oct 16
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, (26 reviews)
"Great experience"
United States
Dalton
The price is CA $196
CA $332 total
includes taxes & fees
Oct 25 - Oct 26
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 CA $102
CA $148 total
includes taxes & fees
Nov 3 - Nov 4
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 CA $284
CA $573 total
includes taxes & fees
Oct 18 - Oct 19
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 CA $575
CA $977 total
includes taxes & fees
Oct 19 - Oct 20
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 CA $123
CA $210 total
includes taxes & fees
Oct 26 - Oct 27
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 CA $265
CA $415 total
includes taxes & fees
Oct 20 - Oct 21
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 CA $533
CA $970 total
includes taxes & fees
Oct 18 - Oct 19
Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston
A bedroom with a bed, a desk, two chairs, and a door with windows.

20. Cozy Cabin in a Rural setting #8

Cozy Cabin in a Rural setting #8
Temple
9.0 out of 10, Wonderful, (8 reviews)
"This place was actually way better than I expected! Would stay here again!"
United States
Sophia
The price is CA $190
CA $296 total
includes taxes & fees
Oct 18 - Oct 19
Cozy Cabin in a Rural setting #8
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
"They are right downtown with parking so, unlike other hotels in Brattleboro, guests can walk to local restaurants and attractions in this chrarming river town."
rollin 1-night trip
Posted 7 hours ago
Latchis Hotel

Find out more about Roxbury

Everything you need to know about Roxbury vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Roxbury vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Roxbury vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Roxbury vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Roxbury. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Roxbury vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Roxbury vacation rentals we have selected for you start as low as CA $210 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Roxbury rentals

At Expedia, we put the best Roxbury vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Roxbury rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Roxbury vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Roxbury. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.