Roxbury Vacation Rentals

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Dec 9 - Dec 10
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Dec 10 - Dec 11
This weekend
Dec 12 - Dec 14
Next weekend
Dec 19 - Dec 21

Vacation Rentals in Roxbury

Fridge, microwave, oven, stovetop
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, (30)
"Fully equipped kitchen, comfortable open floor plan, easy walk to downtown and very hospitable—thank you—we’d like to stay here again next year!"
United States
Mark
$147 nightly
The price is $159
Dec 13 - Dec 14
Total with taxes and fees
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.
Exterior
Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna

Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna

Fitzwilliam
10.0 out of 10, Exceptional, (13)
"Loved the area"
United States
Jose R.
$194 nightly
The price is $211
Dec 10 - Dec 11
Total with taxes and fees
Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna
Interior
Relaxing Hot Tub Getaway

Relaxing Hot Tub Getaway

Antrim
9.6 out of 10, Exceptional, (15)
"The hot tub was great and the peace and quiet was very nice."
United States
Brian B.
$236 nightly
The price is $256
Dec 10 - Dec 11
Total with taxes and fees
Relaxing Hot Tub Getaway
Fridge, microwave, oven, stovetop
Downtown Hot Tub Escape

Downtown Hot Tub Escape

Keene
9.6 out of 10, Exceptional, (21)
"Nice house in a nice location. "
United States
Rob B.
$256 nightly
The price is $277
Dec 10 - Dec 11
Total with taxes and fees
Downtown Hot Tub Escape
Terrace/patio
2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock

2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock

Rindge
10.0 out of 10, Exceptional, (22)
"The cottage was a great place to stay. Very conveniently located to where we wanted to travel to. It has a great view of the lake, very clean and comfortable."
United States
Nicole B.
$340 nightly
The price is $368
Dec 10 - Dec 11
Total with taxes and fees
2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock
Interior
Private Hot Tub Suite

Private Hot Tub Suite

Antrim
9.0 out of 10, Wonderful, (10)
"Stayed 3 nights while visiting relatives. Teen loved the Xbox. Had everything we could possibly need. Would definitely stay again."
United States
Dena S.
$236 nightly
The price is $256
Dec 10 - Dec 11
Total with taxes and fees
Private Hot Tub Suite
Property grounds
Family Friendly Hilltop House In Putney Vermont

Family Friendly Hilltop House In Putney Vermont

Putney
9.4 out of 10, Exceptional, (57)
"The property was beautiful--great views, super peaceful, and fabulous hosts. "
United States
Louis T.
$242 nightly
The price is $271
Dec 11 - Dec 12
Total with taxes and fees
Family Friendly Hilltop House In Putney Vermont
Interior
Charming cabin in delightful Greenfield New Hampshire with WiFi access

Charming cabin in delightful Greenfield New Hampshire with WiFi access

Greenfield
9.8 out of 10, Exceptional, (9)
"Its was great clean, quite and comfortable. "
United States
John G.
$243 nightly
The price is $264
Dec 10 - Dec 11
Total with taxes and fees
Charming cabin in delightful Greenfield New Hampshire with WiFi access
TV, books
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro

Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro

Walpole
10.0 out of 10, Exceptional, (8)
"Beautiful cozy cottage. Very clean. Wonderful host."
United States
Gloria A.
$231 nightly
The price is $250
Dec 10 - Dec 11
Total with taxes and fees
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
Exterior
Room 10 - Queen Room

Room 10 - Queen Room

Francestown
10.0 out of 10, Exceptional, (1)
"Easy access to skiing Crotched mountain, great breakfast and dinner! Lovely people!"
United States
j l.
$263 nightly
The price is $285
Dec 10 - Dec 11
Total with taxes and fees
Room 10 - Queen Room
Interior
16 ppl 2 hot tubs, game room, fire pit

16 ppl 2 hot tubs, game room, fire pit

Antrim
9.8 out of 10, Exceptional, (9)
"Clean, lots of space, helpful host, hot tub was also nice"
United States
Howard H.
$371 nightly
The price is $403
Dec 10 - Dec 11
Total with taxes and fees
16 ppl 2 hot tubs, game room, fire pit
Exterior
Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston

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

Stoddard
10.0 out of 10, Exceptional, (1)
"Place was clean, cozy & very relaxing.. accommodating & communicative host provided us with necessary info for great week! Beautiful lake & landscape was great viewing during surprise snowstorm! Our Thanksgiving week was wonderful as we enjoyed lovely, quiet area in spacious 4 bdrm/2 bath home! Will definitely consider returning"
United States
Jeannie M.
$426 nightly
The price is $462
Dec 10 - Dec 11
Total with taxes and fees
Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston
Outdoor dining
Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9

Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9

Walpole
10.0 out of 10, Exceptional, (50)
"We had a very lovely stay. "
United States
mary c.
$510 nightly
The price is $553
Dec 10 - Dec 11
Total with taxes and fees
Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9
Interior
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, (25)
"Good place to stay during a wedding week"
United States
Veronique S.
$541 nightly
The price is $572
Dec 10 - Dec 11
Total with taxes and fees
Cobb Meadow House - Cozy 5 Bedroom New England home in The Monadnock Region
Property grounds
Owl's Nest Treehouse

Owl's Nest Treehouse

Alstead
10.0 out of 10, Exceptional, (13)
"Great place . Would highly recommend it.!"
United States
Peter G.
$310 nightly
The price is $336
Dec 14 - Dec 15
Total with taxes and fees
Owl's Nest Treehouse
Outdoor dining
Charming Home Walk to Downtown!

Charming Home Walk to Downtown!

Keene
10.0 out of 10, Exceptional, (2)
"Thanks to Bill and Angela. We had a wonderful few days staying in your clean, quiet, and very comfortable home. We often choose VRBOs for our travels, whether in the U.S. or abroad—Freiburg, Paris, Bangkok—and this has truly been one of the best experiences.The highlight: this home is the most well-equipped place we’ve ever stayed in—everything we could possibly need was provided, and more. Complete in every way!On top of that, the location is perfect—close to shopping, hiking, fishing, and even...
United States
Xilin J.
$571 nightly
The price is $620
Jan 5 - Jan 6, 2026
Total with taxes and fees
Charming Home Walk to Downtown!
Interior
Entire private apartment suite in home with own entrance, views and private gym.

Entire private apartment suite in home with own entrance, views and private gym.

Keene
$363 nightly
The price is $394
Dec 28 - Dec 29
Total with taxes and fees
Entire private apartment suite in home with own entrance, views and private gym.
Terrace/patio
Unique Cozy private 1-bedroom apartment in charming Temple

Unique Cozy private 1-bedroom apartment in charming Temple

Temple
9.8 out of 10, Exceptional, (7)
"very clean, well decorated, comfortable and peaceful"
United States
Dan G.
$400 nightly
The price is $434
Dec 14 - Dec 15
Total with taxes and fees
Unique Cozy private 1-bedroom apartment in charming Temple
Exterior
Room 08 - King Room - Handicap accessible

Room 08 - King Room - Handicap accessible

Francestown
10.0 out of 10, Exceptional, (1)
"This Inn is on my top five hidden gems in my favorite part of NH, the south west.LOCATION: Absolutely stunning property with beautiful vistas looking out across the mountains near and far... AND the largest inground pool with an unobstructed view of the mountains this side of the Mississippi. It's Shangri-La 30 minutes from Manchester. PEOPLE: A husband and wife duo Carrie & Bob operate this historic inn and they really couldn't be more welcoming. They have been embraced by the people of...
United States
Ian T.
$313 nightly
The price is $340
Dec 10 - Dec 11
Total with taxes and fees
Room 08 - King Room - Handicap accessible
Exterior
Spacious room with Queen bed and pullout couch - Dog Friendly!

Spacious room with Queen bed and pullout couch - Dog Friendly!

Francestown
10.0 out of 10, Exceptional, (1)
"This was a great place to stay for a family ski getaway to Crotchet Mountain. The whole establishment is small and quaint, with a few wings of guest bedrooms branching off of the main tavern/restaurant. But we didn’t feel like we were intruding on someone’s house, which is our main worry when staying at a Bed & Breakfast style inn. We have 2 young children, so we were concerned beforehand about being able to keep the kids contained from disrupting anyone else’s stay or making a mess in the...
United States
Jeremiah M.
$326 nightly
The price is $354
Dec 10 - Dec 11
Total with taxes and fees
Spacious room with Queen bed and pullout couch - Dog Friendly!
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

Hampton Inn & Suites Keene

Hampton Inn & Suites Keene

10/10 Excellent
"Clean comfy nice staff "
Katherine 1-night trip
Posted 3 days ago
Hampton Inn & Suites Keene

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Roxbury in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $159 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

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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?

Private Beach And Mountain Lake Home: This vacation home rental near Roxbury is located on the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

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 Colonial Theatre and Historic Main Street.

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.