Photo by Shannon Willitts

Rockingham Holiday Rentals

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Holiday Rentals in Rockingham

Lakefront house with skiing nearby, dock, and amazing views - dog-friendly
9.6 out of 10, Exceptional, (30)
"My family really enjoyed this Lake House. The beautiful views of the lake were breathtaking. The house had everything we needed for preparing meals. The kitchen was functional and generally well equipped. The beds in the house were particularly comfortable. We enjoyed early morning coffee on the deck with perfect views of the lake. The location was great. Lots of wonderful hiking trials in close proximity. My only suggestion to the owners is to give the house a good deep cleaning. Nonetheless,...
Lakefront house with skiing nearby, dock, and amazing views - dog-friendly
Long Trail House at Stratton Mountain Resort
3.0 star property
8.4 out of 10, Very good, (69)
"Amazing! Cannot get a better location! So close to everything! Quick walk to village shops and slopes. Very clean. Lots more room than I was expecting for two big 17 year old boys and parents. Kids had their own bedroom, bathroom and storage area on main floor, adult had master suite with own bathroom upstairs. Plenty of room in kitchen and family room. The only complaint is that hotels hot tubs and pool were over run with too many little kids. "
The price is NZ$607
includes taxes & fees
13 Jun - 14 Jun
Long Trail House at Stratton Mountain Resort
Summer Deals Free Gym Pool Pass- Luxury Log Home, 6 BR/4BA, Pool Table, Hot Tub
9.8 out of 10, Exceptional, (157)
"The place is beautiful and the stay was fantastic. It is up a couple mile hill/road from the center of town, just long enough to make you feel you are out of the hustle. The property presents very well. The rooms are large for private space with 2 common rooms that are just as large for group time. The one suggestion would be to add a check in book of information, including necessary passwords (WIFI) and local attractions/restaurants. We had much of this in the interaction with the host through...
Summer Deals Free Gym Pool Pass- Luxury Log Home, 6 BR/4BA, Pool Table, Hot Tub
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TRAILSIDE, Huge, Newly Renovated, 6 bedroom condo ski-on ski-off, sleeps 18
9.6 out of 10, Exceptional, (69)
"This was our second stay at the condo. Can’t beat the convenience of ski in ski out and coming home for lunch. The owner, Ralph, is very quick at getting back with any questions. Highly recommend!"
TRAILSIDE, Huge, Newly Renovated, 6 bedroom condo ski-on ski-off, sleeps 18
Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt
10.0 out of 10, Exceptional, (116)
"Great place to stay for an early spring ski trip and eclipse viewing (we drove north after checking out). Clean, cozy place and pet friendly for our small dog. Located on a quiet dirt road but close to Ludlow town center and Okemo for skiing. Not too far from Killington either (which is where we went to ski). Minor issue for me was the bed was a bit too soft for my liking but otherwise, great place and would consider again in future."
Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt
Idyllic Lakefront House Suited Two Families
9.8 out of 10, Exceptional, (142)
"Perfect family weekend ,! House clean & plenty of room for 5 adults & 1 child. Picture perfect, boating fishing, Crowley's cheese factory 10 minutes away. Definitely would love to return !"
The price is NZ$831
includes taxes & fees
22 Jun - 23 Jun
Idyllic Lakefront House Suited Two Families
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
9.6 out of 10, Exceptional, (140)
"Great little house to enjoy spending time with family and all that VT has to offer. Wonderful host, we will be back."
The price is NZ$581
includes taxes & fees
12 Jun - 13 Jun
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Quaint mountain retreat with a gas fireplace, balcony, central AC - dog-friendly
9.2 out of 10, Wonderful, (15)
"Great location- 10-15min from Stratton, beautiful views, all the amenities. Awesome decor, will definitely be back!"
Quaint mountain retreat with a gas fireplace, balcony, central AC - dog-friendly
Lakefront home with amazing views, fireplace, firepit, & gas grill
9.8 out of 10, Exceptional, (58)
"Awesome house. Great location. I would stay there again for sure!"
Lakefront home with amazing views, fireplace, firepit, & gas grill
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge
9.8 out of 10, Exceptional, (188)
"We had a lovely stay, the kayaks and canoe were the feature of one afternoon and we greatly enjoyed paddling around Lake Pauline and checking out both dam areas. The house is very clean and well maintained, we fell in love with all the windows and light coming in the bedroom across from the bathroom. The quick walk to the sugar house was a feature for my kids, they also loved having the wii in their room and playing Mario kart with their aunt/uncle."
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge
VT Cabin overlooking the West River and Village
10.0 out of 10, Exceptional, (19)
"The cabin was perfect for a getaway! Felt secluded however walkable to small village, and within 20 minutes to Stratton. Perfectly stocked to stay in for meals!"
The price is NZ$554
includes taxes & fees
7 Jun - 8 Jun
VT Cabin overlooking the West River and Village
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms
9.4 out of 10, Exceptional, (16)
"Our experience was average overall."
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms
Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo
9.8 out of 10, Exceptional, (107)
"Clean home close to downtown. Responsive owner. Highly recommended"
Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo
Dog-friendly chalet cabin with valley view, deck, and private hot tub
7.2 out of 10, Good, (14)
"We had a great weekend staying here. The projector and hot tub were awesome amenities. There was a snow storm right before we arrived and the roads were clear and the driveway was plowed. We had a great experience and would stay here again!"
Dog-friendly chalet cabin with valley view, deck, and private hot tub
Perfect Lake or Mountain Getaway Less Than 5 Minutes Away
10.0 out of 10, Exceptional, (7)
"The house was perfectly located for accessing Mount Sunapee and housing 2 families with kiddos. Julie & Derek were very prompt with their responses and had great suggestions. Would love to stay with them again."
Perfect Lake or Mountain Getaway Less Than 5 Minutes Away
Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly
9.8 out of 10, Exceptional, (15)
"Great location to restaurant and ski mountain"
The price is NZ$471
includes taxes & fees
7 Jun - 8 Jun
Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly
Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable
8.4 out of 10, Very good, (28)
"Great spot for a group trip. It’s an d A Frame Ski house. Nothing overly fancy but a cozy spot for a ski trip. Great fireplace room. Walk yo the ski slopes. The basement area could use a sprucing up but for a boys trip to the slopes it met expectations!"
Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable
Quaint lakefront home with a private deck, firepit, and dock
9.4 out of 10, Exceptional, (82)
"We had a great time staying at this cabin. It’s really well located and was perfect for our stay."
Quaint lakefront home with a private deck, firepit, and dock
Secluded Cabin w/ Private Hot Tub, Pond, Fire Pit, Free WiFi, Close to Skiing
8.8 out of 10, Excellent, (18)
"This is a great cabin with stunning views!"
Secluded Cabin w/ Private Hot Tub, Pond, Fire Pit, Free WiFi, Close to Skiing
Luxury 8BR Ski In/Out Okemo Chalet on Sachem Trail Sleeps 22 Adults
10.0 out of 10, Exceptional, (16)
"From my first inquiry Dave had been responsive snd helpful. Beautiful house and we couldn’t ask for closer to Okemo trails. So much room in the home for all 17 of us. A fall trip back might be in our future for leave changing views."
Luxury 8BR Ski In/Out Okemo Chalet on Sachem Trail Sleeps 22 Adults
Don't see what you're looking for?
See all available properties in Rockingham
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.

Other types of properties in Rockingham you may be interested in

Rodeway Inn
2.0 star property
6.2 out of 10, (242)
"Clean comfortable room."
The price is NZ$174
includes taxes & fees
7 Jul - 8 Jul
Rodeway Inn
Colonial Motel And Spa
3.0 star property
7.0 out of 10, Good, (1001)
"Very comfortable and relaxed "
The price is NZ$157
includes taxes & fees
11 Jun - 12 Jun
Colonial Motel And Spa
The Covered Bridge Inn
2.5 star property
8.2 out of 10, Very good, (1009)
"Pro: Attractive motel. "Suite" is a large comfortable room. Friendly staff. Con: TV is a joke - few channels, poor quality. Breakfast is very basic. "
The price is NZ$128
includes taxes & fees
12 Jun - 13 Jun
The Covered Bridge Inn
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Rockingham holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Rockingham. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Rockingham. Seeing all the best attractions is bound to make you fall in love with Rockingham. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Rockingham short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Rockingham?

Yes, there are holiday rentals in Rockingham close to Vermont Country Store, or you can select a more secluded option if you're looking for a relaxing stay. Rockingham is known for its coffee shops and waterfalls. Make sure you have time to check out the ski areas and festivals during your trip.

What are some of the best holiday rentals that Rockingham has to offer?

Lakefront house with skiing nearby, dock, and amazing views - dog-friendly: This holiday home rental outside of Rockingham is located on a lake, and has a fireplace, a patio and a BBQ 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 that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of books.

How many holiday rentals are there in Rockingham?

Expedia has 3 holiday rentals for your stay in Rockingham.

What can I see and do in Rockingham?

Family-friendly attractions include Vermont Country Store, whereas Connecticut River is a spot to enjoy the outdoors. Bellows Falls Opera House and Grafton Historical Society are a couple of places you'll find in the wider area.

What are holiday rentals like in Rockingham?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Rockingham. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from public hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for families.

Recent reviews of Rockingham properties
Expedia verified reviews