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Rockingham Vacation Rentals

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

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

Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Grafton
9.6 out of 10, Exceptional, (172 reviews)
"We had a very lovely stay. The kitchen was well-equipped and the whole home was very cozy. There was wood for the wood stove and lots of games and puzzles to do. Check-in and check-out was simple. Just what we were looking for! "
United States
Eleanor D.
The price is ￥26,132
￥56,126 total
includes taxes & fees
Oct 7 - Oct 8
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

2. Charming Chester Farmhouse near Near VT Slopes

Charming Chester Farmhouse near Near VT Slopes
Chester Depot
9.4 out of 10, Exceptional, (22 reviews)
"Beautiful classic farmhouse in lovely neighbourhood."
United States
Kimberly B.
The price is ￥32,217
￥65,088 total
includes taxes & fees
Sep 10 - Sep 11
Charming Chester Farmhouse near Near VT Slopes
A wooden deck with a white railing overlooking a lake, surrounded by trees and a small house.

3. Lakefront Family Fun Retreat

Lakefront Family Fun Retreat
Newport
10.0 out of 10, Exceptional, (5 reviews)
"Great visit! The house is perfectly outfitted for a relaxing vacation. Super clean and updated. Really enjoyed the warm waters of Crescent Lake!"
United States
Ann R.
The price is ￥18,498
￥63,724 total
includes taxes & fees
Sep 28 - Sep 29
Lakefront Family Fun Retreat
A garden with purple flowers and a river in the background.

4. Family Friendly Hilltop House In Putney Vermont

Family Friendly Hilltop House In Putney Vermont
Putney
9.4 out of 10, Exceptional, (63 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 ￥22,059
￥42,488 total
includes taxes & fees
Sep 14 - Sep 15
Family Friendly Hilltop House In Putney Vermont
A living room with a sofa, a bench, a fireplace, a TV, and a large window.

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

Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
Clock Tower Base Area
9.2 out of 10, Wonderful, (30 reviews)
"The slope side condo was wonderful, warm and had everything we needed. Thank you, Amy"
United States
AMY K.
The price is ￥7,909
￥35,679 total
includes taxes & fees
Sep 23 - Sep 24
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
A wooden cabin with large windows, a door, and a small porch with Adirondack chairs.

6. Cozy Chic Resort Cabin! Hot-Tub Private Fire Pit

Cozy Chic Resort Cabin! Hot-Tub Private Fire Pit
Cavendish
10.0 out of 10, Exceptional, (53 reviews)
"The cabins are amazing, everything you need for a great weekend! I will be back for sure!"
United States
Joe C.
The price is ￥29,134
￥60,630 total
includes taxes & fees
Sep 15 - Sep 16
Cozy Chic Resort Cabin! Hot-Tub Private Fire Pit
A spacious living room with a checkered sofa, a grey sofa, and a patterned rug. There is a staircase leading to another level, and a dining area with a table and chairs.

7. 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
9.6 out of 10, Exceptional, (9 reviews)
"This was a very cute rental in a beautiful part of New Hampshire, but it was much smaller than we imagined."
United States
Kelly
The price is ￥58,774
￥71,798 total
includes taxes & fees
Sep 13 - Sep 14
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
A view of a grassy area with a ski lift and a building in the background.

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

Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Clock Tower Base Area
8.8 out of 10, Excellent, (81 reviews)
"Property is on 4th floor almost at the end, so you have to walk the most with heavy bags..that was pain.. had problems with heating and cooling system. Also requested for 1 hour late check out at the time of booking, never received any response on top cleaning stuffs were sent to the property sharp at 10 am. Our friends rented another property on the same building and they could easily checked out late at 12:00 pm. Otherwise we enjoyed our stay and proximity to the slope is unparallel."
United States
Indrajit A.
The price is ￥11,492
￥41,043 total
includes taxes & fees
Sep 10 - Sep 11
Ski-in/out mountainside condo close to everything with full kitchen - tranquil

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

Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover
Andover
10.0 out of 10, Exceptional, (1 review)
"Very nice stay. Owners were very gracious. House was clean & comfortable."
United States
Lorraine C.
The price is ￥43,042
￥98,307 total
includes taxes & fees
Sep 23 - Sep 24
Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover
A cozy cabin interior with a sofa, dining table, chairs, wooden cabinets, and a kitchen area.

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

Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
Ludlow
The price is ￥8,578
￥45,668 total
includes taxes & fees
Sep 30 - Oct 1
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
A spacious living room with a fireplace, leather sofas, a Christmas tree, and large windows.

11. Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
Stratton
The price is ￥11,492
￥39,301 total
includes taxes & fees
Sep 13 - Sep 14
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
A four-poster bed with a grey bedspread, a wooden nightstand with a lamp, a wooden dresser, and a chair.

12. 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 ￥42,918
￥52,588 total
includes taxes & fees
Sep 10 - Sep 11
Cozy 3 bedroom Cottage on Farm with great outdoor space 10 min to Bellows Falls
A covered porch with wicker furniture, a table, and chairs.

13. Terrific 3-bedroom cottage with AC in charming Cavendish

Terrific 3-bedroom cottage with AC in charming Cavendish
Cavendish
10.0 out of 10, Exceptional, (2 reviews)
"Such a beautiful place and we loved the area. It was our first trip to Vermont. "
United States
Mark G.
The price is ￥34,587
￥92,281 total
includes taxes & fees
Sep 21 - Sep 22
Terrific 3-bedroom cottage with AC in charming Cavendish
A modern living room with a fireplace, a television, and a ceiling fan.

14. Ski-In/Out Condo with Mountain Views, and Washer/Dryer

Ski-In/Out Condo with Mountain Views, and Washer/Dryer
Ludlow
9.6 out of 10, Exceptional, (18 reviews)
"Very clean and comfortable for our family of 4. Great ski-in/ski-out location - easily accessible to all lifts. Highly recommend. "
United States
Carey S.
The price is ￥20,232
￥65,837 total
includes taxes & fees
Sep 10 - Sep 11
Ski-In/Out Condo with Mountain Views, and Washer/Dryer
A two-story house with a deck, surrounded by dense forest.

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

4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo
Chester
10.0 out of 10, Exceptional, (4 reviews)
"Clean, spacous house, good location and great scenes of the mountains."
United States
pauline
The price is ￥83,102
￥155,227 total
includes taxes & fees
Sep 16 - Sep 17
4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo
A building with a sign reading 'Fire Tower Restaurant & Tavern.'

16. Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna

Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna
Stratton
The price is ￥11,460
￥34,327 total
includes taxes & fees
Sep 13 - Sep 14
Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna
A spacious living room with a high ceiling, wooden floors, a large sofa, a coffee table, and a kitchen area with a refrigerator and stove.

17. Cozy Private Cabin in Andover - Fireplace & Hot tub

Cozy Private Cabin in Andover - Fireplace & Hot tub
Andover
The price is ￥33,038
￥75,740 total
includes taxes & fees
Sep 21 - Sep 22
Cozy Private Cabin in Andover - Fireplace & Hot tub
A living room with a sofa, a television, a fireplace, and a dining area with chairs and a table.

18. Lovely ski-in/out condo steps from ski lift with trails and amazing views

Lovely ski-in/out condo steps from ski lift with trails and amazing views
Stratton
8.4 out of 10, Very Good, (36 reviews)
"I have stayed in this condo a few times now, and for my needs it is a great value; affordable, comfortable and ideal location. "
United States
eric m.
The price is ￥11,492
￥48,359 total
includes taxes & fees
Sep 10 - Sep 11
Lovely ski-in/out condo steps from ski lift with trails and amazing views
A two-story house with a porch, a staircase, and a front door.

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

Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
Ludlow
9.0 out of 10, Wonderful, (26 reviews)
"Great location - walkable to small town. Very close drive to slopes"
United States
Keath
The price is ￥16,141
￥41,722 total
includes taxes & fees
Sep 23 - Sep 24
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
A golf course with a winding path, trees, and a distant mountain range.

20. Efficient condo near slopes with kitchenette & great location

Efficient condo near slopes with kitchenette & great location
Ludlow
8.6 out of 10, Excellent, (33 reviews)
"the home was clean and very nice. "
United States
Frank R.
The price is ￥15,334
￥35,647 total
includes taxes & fees
Sep 23 - Sep 24
Efficient condo near slopes with kitchenette & great location
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 Rockingham Hotel Reviews

Claremont Motor Lodge

Claremont Motor Lodge

10/10 Excellent
"Super friendly staff, cheap option perfect for one night, solo traveler"
Kevin 1-night trip
Posted 2 hours ago
Claremont Motor Lodge

Find out more about Rockingham

Search for holiday rentals in Rockingham on Expedia! You can easily find your home rentals, villas, holiday apartments in Rockingham 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 Rockingham!

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?

Family Friendly Hilltop House In Putney Vermont: This vacation home rental near Rockingham is located on a lake and has a balcony, a selection of games, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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.