Photo by Shannon Willitts

Holiday Homes in Rockingham

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Featured Holiday Homes in Rockingham

Ski & Ride VT! Private indoor pool to enjoy after a day on the slopes!
Indoor pool, a heated pool

Ski & Ride VT! Private indoor pool to enjoy after a day on the slopes!

9.6 out of 10, Exceptional, (40)
"The owner had the place ready to go when we arrived. It was a late arrival, but there were outside lights that were warm and inviting. Plenty of space for our party of 12 (6 adults and 6 kids). Kitchen was welled stocked with cooking necessities, great hangout spaces in the basement and first floor, and a convenient space for ski boots and outer gear in the basement near parking. Kids absolutely loved the pool - and have the pruned hands to prove it. The location couldn't have been better, ~25...
Ski & Ride VT! Private indoor pool to enjoy after a day on the slopes!
Luxury Oasis w/Serene Views! Close to Ski Slopes w/Shuttle. Gameroom. Golf. WiFi
Fridge, microwave, oven, stovetop

Luxury Oasis w/Serene Views! Close to Ski Slopes w/Shuttle. Gameroom. Golf. WiFi

10.0 out of 10, Exceptional, (44)
"Brad was a wonderful host and the home and area had so much for us to do. It was the perfect place to get away and be with friends. "
Luxury Oasis w/Serene Views! Close to Ski Slopes w/Shuttle. Gameroom. Golf. WiFi
Ski In / Ski Out 4BR / 3BA Private Hot Tub and shared pool
Fridge, microwave, oven, stovetop

Ski In / Ski Out 4BR / 3BA Private Hot Tub and shared pool

10.0 out of 10, Exceptional, (9)
"We had a wonderful stay. We enjoyed the home and community amenities. Location was great and our family enjoyed the convenience of having the access to ski on / ski off. We look forward to our stay next year!"
Ski In / Ski Out 4BR / 3BA Private Hot Tub and shared pool
Beaver Glen | House in Winhall with large deck - near Stratton & Bromley
TV, table football

Beaver Glen | House in Winhall with large deck - near Stratton & Bromley

9.0 out of 10, Wonderful, (4)
"Very Clean, roomy, nicely laid out, close to ski areas. Owner was responsive and available. All went very well. I would recommended this without reservation."
Beaver Glen | House in Winhall with large deck - near Stratton & Bromley
Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, Trim a Tree! 45% Off! Free Pool
Exterior

Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, Trim a Tree! 45% Off! Free Pool

9.8 out of 10, Exceptional, (164)
"The property is exactly like the pictures indicate. The house is in a friendly neighborhood outside of town. The house is very comfortable and spacious. The host responds to your messages in timely manner, and, she is very workable. Would definitely stay there again "
Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, Trim a Tree! 45% Off! Free Pool
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (88)
"Very comfortable home. Loved the nostalgic feeling "
The price is AU$516
includes taxes & fees
3 Dec - 4 Dec
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
Slopeside townhome on Okemo Ski Mountain! Summer Pool, Tennis & Air Conditioning
Smart TV, fireplace

Slopeside townhome on Okemo Ski Mountain! Summer Pool, Tennis & Air Conditioning

10.0 out of 10, Exceptional, (21)
"Great property, there was everything that we needed for our weekend getaway."
Slopeside townhome on Okemo Ski Mountain! Summer Pool, Tennis & Air Conditioning
Walk to Okemo Ski Lift - Private Classic VT Ski Chalet w/ Fire Pit & Pool Table
Property grounds

Walk to Okemo Ski Lift - Private Classic VT Ski Chalet w/ Fire Pit & Pool Table

9.8 out of 10, Exceptional, (100)
"Nice, private and relaxing cabin in a great location on the mountain. Would definitely recommend and rent again "
Walk to Okemo Ski Lift - Private Classic VT Ski Chalet w/ Fire Pit & Pool Table
Base Lodge - shuttle rte in winter - 10 BR, 5 Bath, Slp 34
Outdoor spa tub

Base Lodge - shuttle rte in winter - 10 BR, 5 Bath, Slp 34

9.8 out of 10, Exceptional, (75)
"We have a group which tries to get away to Vermont once a year. This was actually our second stay at the Base Lodge (first was in 2022). The property has plentiful accommodation and a great interior space just a short walk from central Ludlow. We also appreciate the quiet back yard amenities at the Lodge. The owners were very responsive during our stay, answering questions promptly and keeping track of our needs. We would definitely stay again. "
Base Lodge - shuttle rte in winter - 10 BR, 5 Bath, Slp 34
Tranquil home in a quiet neighborhood with easy access to outdoor fun
Fridge, microwave, oven, stovetop

Tranquil home in a quiet neighborhood with easy access to outdoor fun

9.4 out of 10, Exceptional, (49)
"Great property. We especially enjoyed the view of the mountain! The only thing I would recommend is to mark the entrance better if possible. Hard to see at night. Otherwise, a lovely visit. Strongly recommended. "
Tranquil home in a quiet neighborhood with easy access to outdoor fun
Luxurious, Secluded, Ski Chalet, w/ Country Decor & Hot Tub Near Okemo
Interior

Luxurious, Secluded, Ski Chalet, w/ Country Decor & Hot Tub Near Okemo

10.0 out of 10, Exceptional, (142)
"A great secluded place to stay. Excellent communication with us. Accommodated our schedule. Was perfect for our grandchildren to be with us also. Would definitely return. Very clean. Everything we needed was available for use. "
Luxurious, Secluded, Ski Chalet, w/ Country Decor & Hot Tub Near Okemo
Private Home on Okemo with HOT TUB. WALK TO SKI TRAIL OR DRIVE 2 MIN TO LODGE
Smart TV, fireplace, DVD player, video library

Private Home on Okemo with HOT TUB. WALK TO SKI TRAIL OR DRIVE 2 MIN TO LODGE

9.8 out of 10, Exceptional, (91)
"Great weekend! Don't be deceived by your first impression when pulling in. This home is huge ! The setting is private and quiet. Two family rooms provide space for younger ones. Large dining room table is great for meals and games. Kitchen is well equipped. Usable outdoor space is small but a large patio is located next to the woods and has a large hot tub, table that seats 6 , firepit, and a gas grill. This is where we spent our evenings."
Private Home on Okemo with HOT TUB. WALK TO SKI TRAIL OR DRIVE 2 MIN TO LODGE
Hilltop Home with Great Views
Interior

Hilltop Home with Great Views

9.2 out of 10, Wonderful, (12)
"Michelle made our experience super easy and memorable! Drive up a private road and a pretty steep hill (4wd a must in winter) to a secluded, beautiful house with plenty of space. Just you and nature. The house itself has all the amenities - full kitchen, sitting areas, and even a wood stove that Michelle started up before we got there. Beds are comfortable, and the bathrooms have insane mountaintop views. Michele even left a few eggs for starter breakfast which was much appreciated. You can’t...
Hilltop Home with Great Views
Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes
Interior

Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes

10.0 out of 10, Exceptional, (18)
"Everything about this house was great! We will definitely be back!"
Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes
Sunny Stratton Townhome ~ 1 Mi to Skiing!
Fridge, microwave, oven, dishwasher

Sunny Stratton Townhome ~ 1 Mi to Skiing!

10.0 out of 10, Exceptional, (4)
"Wonderful and clean townhome! Perfect location to be close to Stratton Resort. Thank you!"
Sunny Stratton Townhome ~ 1 Mi to Skiing!
Tranquility awaits for your stay at our cherished log home on 6 secluded acres.
2 bedrooms, iron/ironing board, travel cot, free WiFi

Tranquility awaits for your stay at our cherished log home on 6 secluded acres.

10.0 out of 10, Exceptional, (1)
"It was such an nice house in a great part of VT. The owners were super helpful and the property is stunning. Perfect for a couple of days. We're already planning our trip back!"
Tranquility awaits for your stay at our cherished log home on 6 secluded acres.
Three Bedroom home with loft
Interior

Three Bedroom home with loft

Three Bedroom home with loft
Multi-Level Stratton Retreat with family friendly amenities
Fridge, microwave, oven, stovetop

Multi-Level Stratton Retreat with family friendly amenities

10.0 out of 10, Exceptional, (5)
"We stayed with our adult children and their spouses. Eight of us all together. +2 dogs. Everything was as advertised and spotless. I have not had a better host with respect to communications. Exceptionally helpful and quite responsive. Everything was great. Hot tub was spotless, firewood was aplenty to enjoy the fireplace, The kitchen had plenty of pots and utensils to prepare our meals. Could not think of anything else to make it better. Thank you very much for a GREAT stay."
Multi-Level Stratton Retreat with family friendly amenities
Spacious Family getaway near Magic Mountain, VT
Oven, dishwasher, coffee/tea maker, cookware/dishes/utensils

Spacious Family getaway near Magic Mountain, VT

9.4 out of 10, Exceptional, (3)
"Perfect house for family with kids ! Plenty of room for three families !"
Spacious Family getaway near Magic Mountain, VT
Beautiful dog-friendly house w/ fireplace, firepit, bbq, deck, patio, w/d, wifi
TV

Beautiful dog-friendly house w/ fireplace, firepit, bbq, deck, patio, w/d, wifi

Beautiful dog-friendly house w/ fireplace, firepit, bbq, deck, patio, w/d, wifi
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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Other property types in Rockingham

Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, Trim a Tree! 45% Off! Free Pool
Exterior

Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, Trim a Tree! 45% Off! Free Pool

9.8 out of 10, Exceptional, (164)
"The property is exactly like the pictures indicate. The house is in a friendly neighborhood outside of town. The house is very comfortable and spacious. The host responds to your messages in timely manner, and, she is very workable. Would definitely stay there again "
Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, Trim a Tree! 45% Off! Free Pool
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Exterior

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

9.6 out of 10, Exceptional, (148)
"The area was amazing and the views were incredible. "
The price is AU$572
includes taxes & fees
3 Dec - 4 Dec
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Ski & Ride VT! Private indoor pool to enjoy after a day on the slopes!
Indoor pool, a heated pool

Ski & Ride VT! Private indoor pool to enjoy after a day on the slopes!

9.6 out of 10, Exceptional, (40)
"The owner had the place ready to go when we arrived. It was a late arrival, but there were outside lights that were warm and inviting. Plenty of space for our party of 12 (6 adults and 6 kids). Kitchen was welled stocked with cooking necessities, great hangout spaces in the basement and first floor, and a convenient space for ski boots and outer gear in the basement near parking. Kids absolutely loved the pool - and have the pruned hands to prove it. The location couldn't have been better, ~25...
Ski & Ride VT! Private indoor pool to enjoy after a day on the slopes!
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.
Beautiful view of the beach with palm trees

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