Rockingham Vacation Rentals from CA $515: Short-Term Rentals for 2026

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Rockingham vacation rentals

A red house with a covered porch and a chimney.

1. Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Grafton

Eleanor D.

CA $515 total

includes taxes & fees

Oct 26 - Oct 27

A garden with a wooden pergola, purple flowers, and a river view.

2. Family Friendly Hilltop House In Putney Vermont

Putney

Susan G.

CA $388 total

includes taxes & fees

Oct 25 - Oct 26

A view through a window with a wooden frame, revealing a forested area with snow on the ground.

3. Cozy cabin in charming Londonderry

Londonderry

Eric H.

CA $390 total

includes taxes & fees

Oct 29 - Oct 30

4. Charming Chester Farmhouse near Near VT Slopes

Chester Depot

Kimberly B.

CA $593 total

includes taxes & fees

Nov 5 - Nov 6

A wooden deck with a white railing overlooking a lake, surrounded by trees and a small house.

5. Lakefront Family Fun Retreat

Newport

sean c.

CA $584 total

includes taxes & fees

Nov 2 - Nov 3

A living room with a sofa, a bench, a fireplace, a TV, and a large window.

6. Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

Clock Tower Base Area

tiliger01

CA $317 total

includes taxes & fees

Oct 23 - Oct 24

A view of a grassy area with a ski lift and a building in the background.

7. Ski-in/out mountainside condo close to everything with full kitchen - tranquil

Clock Tower Base Area

Danna K.

CA $369 total

includes taxes & fees

Oct 23 - Oct 24

A golf course with a winding path, trees, and a hilly landscape.

8. Well-appointed studio right downtown - less than a mile to Okemo Mountain

Ludlow

Brian

CA $429 total

includes taxes & fees

Oct 23 - Oct 24

View all properties

Find vacation rentals that suit your style

Cabins

Apartments

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Rockingham Hotel Reviews

Keene Elm City Hotel, an Ascend Collection Hotel

8/10 Good

"Good location. Well appointed room. Clean, updated. Comp breakfast was okay. TV was outdated but WiFi was strong."

Days Inn by Wyndham Keene NH

8/10 Good

"Clean comfortable room with a comfortable bed. I didn’t like the smell of whatever cleaning product they used, it was a bit bit strong let the kind you used to cover up something. Was this recently a smoking hotel? Also I missed an cycle in the fitness center, although the machines that were there seemed to work well. All in all it’s about what you would expect for a moderately priced hotel in New Hampshire during leaf peeper season."

The Putney Inn

10/10 Excellent

"Our room was quiet, clean and very comfortable. Breakfast was nice--more than enough for a decent breakfast before heading out-- waffle maker, toast, yogurt, cold cereal, fruit, juice coffee, and tea, etc. The grounds were beautiful and well kept. The staff was very helpful and parking was super easy right next to the room. The only slight downside was a strong musty odor in the entryway of the room (106), but the room itself smelled clean and was just fine."

Find out more about Rockingham

Everything you need to know about Rockingham 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 Rockingham 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 Rockingham vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Rockingham vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Rockingham. 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 Rockingham 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 Rockingham vacation rentals we have selected for you start as low as CA $515 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Rockingham rentals

At Expedia, we put the best Rockingham 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 Rockingham 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 Rockingham 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 Rockingham. 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

Can I find vacation rentals in Rockingham?

Yes, there are vacation rentals in Rockingham close to Vermont Country Store, or you can select a secluded option if you'd like a relaxing place to stay. Rockingham is known for its coffeehouses and waterfalls. Make sure you have time to check out the ski areas and festivals during your trip.

What are some of the best vacation rentals in Rockingham?

Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo: This vacation home rental near Rockingham is located on a lake and has a fireplace, a balcony, 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. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Rockingham?

Expedia has 3 vacation rentals for your stay in Rockingham.

What can I see and do in Rockingham?

Connecticut River and Saxtons River Recreation Area are a couple of scenic spots to enjoy the outdoors, whereas Bellows Falls Opera House is one of the cultural attractions. Other places in town to visit include Vermont Country Store and Bellows Falls Fish Ladder.

What are vacation rentals like in Rockingham?

Vacation rentals are privately owned accommodations you can reserve for several days or more in Rockingham. Vacation rentals feature extras like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about cleanliness, a vacation rental can offer a sense of seclusion away from public hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for families.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Rockingham vacation rentals

1. Charming Fully Renovated One-Room Schoolhouse on 22+ acres

2. Family Friendly Hilltop House In Putney Vermont

3. Cozy cabin in charming Londonderry

4. Charming Chester Farmhouse near Near VT Slopes

5. Lakefront Family Fun Retreat

6. Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

7. Ski-in/out mountainside condo close to everything with full kitchen - tranquil

8. Well-appointed studio right downtown - less than a mile to Okemo Mountain

9. Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street

10. Wellness Getaway with a Personal Sauna, and Private River Beach!

11. Efficient condo near slopes with kitchenette & great location

12. Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails

13. Luxury Adventure Cabin Kayaks, Trails, Lakes Hot Tub

14. Peaceful Stay w/ Pond & Massage Chair | Near Okemo

15. 4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo

16. Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover

17. Hiking Trails On-site: Cozy Falls Brook Cabin

18. Renovated Vermont Retreat with mountain views near Okemo & Killington for 8

19. Beautiful country cabin with hot tub and outdoor shower in Londonderry

20. Explore the upper valley from this spacious Claremont Home

Find vacation rentals that suit your style

Top Rockingham Hotel Reviews

Keene Elm City Hotel, an Ascend Collection Hotel

Travelodge by Wyndham Brattleboro VT

The Upper Pass Lodge at Magic Mountain

Days Inn by Wyndham Keene NH

Hampton Inn Brattleboro

Colonial Motel

Best Western Plus Keene Hotel

The Putney Inn

Harvest Barn Inn

Find out more about Rockingham

Frequently asked questions

Go further with the Expedia app