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Rockingham Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

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, (175 reviews)
"We had such a great time! Those is a well taken care of, clean, cozy property. We would absolutely visit again!!"
United States
Kathy H.
The price is ￥26,785
￥57,175 total
includes taxes & fees
Nov 3 - Nov 4
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
A two-story house with a deck, surrounded by dense forest.

2. 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, (6 reviews)
"Clean, spacous house, good location and great scenes of the mountains."
United States
pauline
The price is ￥84,941
￥150,191 total
includes taxes & fees
Nov 3 - Nov 4
4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo
Dining

3. 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 ￥29,621
￥59,469 total
includes taxes & fees
Nov 11 - Nov 12
Charming Chester Farmhouse near Near VT Slopes
A swimming pool with a stone border, surrounded by a snow-covered landscape and a wooden fence.

4. Long Trail House at Stratton Mountain Resort

Long Trail House at Stratton Mountain Resort
3.0 star property
Stratton
8.6 out of 10, Excellent, (85 reviews)
"Clean well, equipped room. Great amenities, wonderful proximity to all the action in the village,easy parking and access throughout the facility."
United States
Michael
The price is ￥55,934
￥69,526 total
includes taxes & fees
Nov 3 - Nov 4
Long Trail House at Stratton Mountain Resort
A cozy living room with a stone fireplace, large windows, and a wooden ceiling.

5. 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, (2 reviews)
"Very nice stay. Owners were very gracious. House was clean & comfortable."
United States
Lorraine C.
The price is ￥44,117
￥101,469 total
includes taxes & fees
Nov 3 - Nov 4
Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover
A wooden deck with a white railing overlooking a lake, surrounded by trees and a small house.

6. Lakefront Family Fun Retreat

Lakefront Family Fun Retreat
Newport
10.0 out of 10, Exceptional, (5 reviews)
"Had a lot here to use and The place was very cute. It’s good if you have small kids they have a lot for that sort of thing. Very clean as well"
United States
sean c.
The price is ￥20,410
￥63,687 total
includes taxes & fees
Nov 3 - Nov 4
Lakefront Family Fun Retreat
A staircase with wooden steps and white railings, leading to an upper floor.

7. Explore the upper valley from this spacious Claremont Home

Explore the upper valley from this spacious Claremont Home
Claremont
10.0 out of 10, Exceptional, (1 review)
"Nice place."
United States
Michael R.
The price is ￥47,268
￥55,218 total
includes taxes & fees
Nov 3 - Nov 4
Explore the upper valley from this spacious Claremont Home
A garden with a wooden pergola, purple flowers, and a river view.

8. Family Friendly Hilltop House In Putney Vermont

Family Friendly Hilltop House In Putney Vermont
Putney
9.4 out of 10, Exceptional, (65 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 ￥22,972
￥41,963 total
includes taxes & fees
Nov 3 - Nov 4
Family Friendly Hilltop House In Putney Vermont
A wooden cabin interior with a staircase, a sofa, and a table.

9. Adventure Cabin Hot Tub Sauna Trails Game Area

Adventure Cabin Hot Tub Sauna Trails Game Area
Cavendish
10.0 out of 10, Exceptional, (29 reviews)
"A very clean and modern cabin. Loved the amenities like the paddle boards, kayaks and hot tub.!"
United States
Katherine B.
The price is ￥31,354
￥64,152 total
includes taxes & fees
Nov 17 - Nov 18
Adventure Cabin Hot Tub Sauna Trails Game Area
A view through a window with a wooden frame, revealing a forested area with snow on the ground.

10. Cozy cabin in charming Londonderry

Cozy cabin in charming Londonderry
Londonderry
8.4 out of 10, Very good, (5 reviews)
"Very cozy and quiet. "
United States
Eric H.
The price is ￥21,980
￥41,220 total
includes taxes & fees
Nov 3 - Nov 4
Cozy cabin in charming Londonderry
A rectangular pool with a glass enclosure, surrounded by lounge chairs and umbrellas, set in a landscaped area with trees.

11. Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort

Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
Cavendish
10.0 out of 10, Exceptional, (25 reviews)
"Great location, and comfortable for the whole family. Everyone in the enjoyed the open living room and dining room, plus the privacy of their own bedroom space. "
United States
Ania H.
The price is ￥47,268
￥80,822 total
includes taxes & fees
Nov 3 - Nov 4
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
A wooden cabin with a balcony and a staircase leading to a second level.

12. Romantic Riverbed Treehouse - hot tub & new sauna!

Romantic Riverbed Treehouse - hot tub & new sauna!
londonderry
9.0 out of 10, Wonderful, (7 reviews)
"Beautiful location and place. Could have been a bit cleaner (windows, TV, shower curtain) and the hot tub worked well but definitely needed to be cleaner."
United States
Tracey V.
The price is ￥29,637
￥92,778 total
includes taxes & fees
Nov 3 - Nov 4
Romantic Riverbed Treehouse - hot tub & new sauna!
A living room with a sofa, a bench, a fireplace, a TV, and a large window.

13. Ground-floor ski-in/ski-out condo facing the Clock Tower base lodge

Ground-floor ski-in/ski-out condo facing the Clock Tower base lodge
Clock Tower Base Area
9.2 out of 10, Wonderful, (30 reviews)
"Great property, clean and close to the slope"
United States
tiliger01
The price is ￥9,110
￥36,075 total
includes taxes & fees
Nov 11 - Nov 12
Ground-floor ski-in/ski-out condo facing the Clock Tower base lodge
A wooden cabin with a balcony and a staircase leading to a second level.

14. Insanely romantic treehouse perched next to a stream and rolling hills.

Insanely romantic treehouse perched next to a stream and rolling hills.
Londonderry
10.0 out of 10, Exceptional, (2 reviews)
"Very nice secluded treehouse. We would definitely recommend!"
United States
Beth H.
The price is ￥62,394
￥127,479 total
includes taxes & fees
Nov 3 - Nov 4
Insanely romantic treehouse perched next to a stream and rolling hills.
A modern kitchen with stainless steel appliances, a wooden dining table set for four, and a seating area with a sofa and chairs.

15. Modern Village Condo Steps to Dining & Ski Shuttle

Modern Village Condo Steps to Dining & Ski Shuttle
Ludlow
9.8 out of 10, Exceptional, (87 reviews)
"Great place to stay, very easy to get to. A cozy and comfortable place, that is always clean. There are postings and labels throughout, which is very helpful. Hosts are great and make the experience very easy. Oh and the bed is amazing!!"
United States
Vanessa W.
The price is ￥13,235
￥40,416 total
includes taxes & fees
Nov 3 - Nov 4
Modern Village Condo Steps to Dining & Ski Shuttle
A two-story house with a porch, a staircase, and a front door.

16. First-floor downtown studio near dining and gear shops, under a mile to Okemo

First-floor downtown studio near dining and gear shops, under a mile to Okemo
Ludlow
8.8 out of 10, Excellent, (14 reviews)
"This place was so close to Okemo, and walking distance to the local pub and restaurants."
United States
Brian
The price is ￥17,662
￥48,467 total
includes taxes & fees
Nov 5 - Nov 6
First-floor downtown studio near dining and gear shops, under a mile to Okemo
A covered porch with wicker furniture, a table, and chairs.

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

Renovated Vermont Retreat with mountain views near Okemo & Killington for 8
Cavendish
10.0 out of 10, Exceptional, (3 reviews)
"Such a beautiful place and we loved the area. It was our first trip to Vermont. "
United States
Mark G.
The price is ￥25,241
￥78,035 total
includes taxes & fees
Nov 4 - Nov 5
Renovated Vermont Retreat with mountain views near Okemo & Killington for 8
A modern, compact cabin with large windows, a wooden exterior, and a small porch with outdoor seating.

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

Wellness Getaway with a Personal Sauna, and Private River Beach!
Newfane
10.0 out of 10, Exceptional, (3 reviews)
"Very welcoming and extremely helpful. Had a wonderful stay post ski day! Would definitely recommend and stay again. "
United States
Joseph P.
The price is ￥25,210
￥41,117 total
includes taxes & fees
Nov 9 - Nov 10
Wellness Getaway with a Personal Sauna, and Private River Beach!
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

19. Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
Ludlow
9.8 out of 10, Exceptional, (114 reviews)
"Wendi was very responsive when I had questions. We enjoyed our weekend getaway. Great location we walked into town to the Farmers Market Sunday."
United States
Tina l.
The price is ￥31,197
￥74,613 total
includes taxes & fees
Nov 18 - Nov 19
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
A two-story house with a porch, a staircase, and a front door.

20. Downtown Ludlow condo with electric fireplace, shuttle stop across the street

Downtown Ludlow condo with electric fireplace, shuttle stop across the street
Ludlow
8.8 out of 10, Excellent, (27 reviews)
"Great location - walkable to small town. Very close drive to slopes"
United States
Keath
The price is ￥18,592
￥43,608 total
includes taxes & fees
Nov 5 - Nov 6
Downtown Ludlow condo with electric fireplace, shuttle stop across the street
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

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG

10/10 Excellent
"Breakfast was good. Nice location off the highway."
Anirudh 1-night trip
Posted 5 hours ago
Holiday Inn Express Hotel & Suites Brattleboro by IHG

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?

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.