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South Londonderry Vacation Rentals

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In two weeks
Nov 28 - Nov 30
In two months
Jan 9 - Jan 11
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Feb 6 - Feb 8
In four months
Mar 6 - Mar 8

Vacation Rentals in South Londonderry

Condo, 2 Bedrooms | Pool | Outdoor pool, open 10:00 AM to 10:00 PM, sun loungers
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, (77)
"Nice, clean room in prime location"
United States
Kristin
The price is ￥47,342
￥58,844 total
includes taxes & fees
Nov 19 - Nov 20
Long Trail House at Stratton Mountain Resort
Property grounds
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
9.0 out of 10, Wonderful, (74)
"It was a perfect location and had everything we needed for a great stay."
United States
Danna K.
The price is ￥11,555
￥39,022 total
includes taxes & fees
Nov 16 - Nov 17
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Exterior
Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo

Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo

Ludlow
9.8 out of 10, Exceptional, (127)
"Enjoyed our stay immensely"
United States
jim m.
Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo
Outdoor spa tub
Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Winhall
9.6 out of 10, Exceptional, (30)
"Family ski weekend. Our stay was very comfortable. Communication with host was phenomenal, always prompt and courteous Location is nice , very close to the ski resorts "
United States
Virginia A.
The price is ￥29,539
￥96,991 total
includes taxes & fees
Nov 13 - Nov 14
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Terrace/patio
Luxurious, stunning views, private setting, pet friendly, firepit ,EV, WIFI, AC

Luxurious, stunning views, private setting, pet friendly, firepit ,EV, WIFI, AC

Townshend
10.0 out of 10, Exceptional, (5)
Luxurious, stunning views, private setting, pet friendly, firepit ,EV, WIFI, AC
Fridge, microwave, oven, stovetop
Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing

Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing

Sunderland
10.0 out of 10, Exceptional, (126)
"I stayed here with 8 people and the house was great for all of us. It was clean and comfortable and the hot tub was an extra plus. I would recommend staying here!"
United States
Alexa S.
Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing
3 bedrooms, internet, bed sheets
Secluded Cabin w/ Private Hot Tub, Pond, Fire Pit, Free WiFi, Close to Skiing

Secluded Cabin w/ Private Hot Tub, Pond, Fire Pit, Free WiFi, Close to Skiing

Andover
9.0 out of 10, Wonderful, (29)
"The property was beautiful with a gorgeous view. The cleanliness of the house was less than expected. Cobwebs, stained bedspread, dirty cabinets, and handprints all over the loft windows gave the impression that it hadn't been thoroughly cleaned in a while. There were also several lightbulbs that were burned out on arrival. If it were cleaned up properly, it would be a great place to stay."
United States
Stephen T.
Secluded Cabin w/ Private Hot Tub, Pond, Fire Pit, Free WiFi, Close to Skiing
Exterior
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, (166)
"Very nice and clean cabin, not too far from small towns, decently supplied for expected conveniences, charming area - a small stream nearby provides a pleasant background noise. "
United States
Philip
The price is ￥26,190
￥56,423 total
includes taxes & fees
Nov 13 - Nov 14
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Interior
Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!

Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!

Londonderry
8.6 out of 10, Excellent, (8)
"My husband and I stayed at the treehouse cabin for two nights. It was so adorable and had so many fun amenities from the hot tub, to the fire place and record player. They even had snow shoes for us to borrow and we were able to use them and had a fun morning snow shoeing. Easy check in, and just a nice clean fun place to stay."
United States
Meghan C.
The price is ￥50,609
￥87,308 total
includes taxes & fees
Nov 17 - Nov 18
Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!
Dining
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}

Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}

Winhall
9.6 out of 10, Exceptional, (241)
"What a wonderful place to stay! My boyfriend and I too advantage of the beautiful deck and had coffee and dinner on it every day. We also used the charcoal grill to cook dinner and the wood stove outside, for a beautiful outside dining expereince! We would love to come back again!"
United States
Katherine B.
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
Fridge, microwave, oven, stovetop
Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable

Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable

Ludlow
8.0 out of 10, Very Good, (41)
"This Vrbo has been housing people since the 1960's, and we're so glad to be a part of this place's history It is truly a timeless home within a beautiful area with great outdoor activites, generous people and good food (we recommend The Hatchery). Both showers (the top floor shower and the middle floor) did have a leak, but our hosts responded quickly to our concerns and addressed them within a timely manner :) "
United States
John Q.
Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable
Property grounds
Winterplace at Okemo

Winterplace at Okemo

4.0 star property
Clock Tower Base Area
8.8 out of 10, Excellent, (25)
"I think it needs some wall touch ups and new shower liners , other than that is was a pleasant stay. "
United States
Jocelin
Winterplace at Okemo
Property grounds
Long Trail House Studio at Stratton Mountain Resort

Long Trail House Studio at Stratton Mountain Resort

Stratton
10.0 out of 10, Exceptional, (64)
"Our stay was incredible. The location was perfect, room and facility was clean. Thank you for being a great host, 10/10!"
United States
Tyler M.
Long Trail House Studio at Stratton Mountain Resort
Exterior
Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit

Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit

Ludlow
9.6 out of 10, Exceptional, (19)
"We loved the location and home! So close to Okemo, beautiful home right on the lake. The hottub and gas fireplace were appreciated after a day of skiing. We would definitely come back again!"
United States
Kristen R.
Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit
Property grounds
Idyllic Lakefront House Suited Two Families

Idyllic Lakefront House Suited Two Families

Ludlow
9.6 out of 10, Exceptional, (171)
"This was a great rental for our family. Lots to do nearby but the lake is where we spent most of our time - paddle boarding, kayaking and fishing. The swimming from the dock was not ideal but when we hopped on our paddle board it was very nice to swim in the central part the lake. Creemees at the sugar house were very good; also really enjoyed buttermilk falls and okemo."
United States
Robin C.
Idyllic Lakefront House Suited Two Families
Fridge, microwave, stovetop, dishwasher
Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn

Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn

Dover
9.6 out of 10, Exceptional, (5)
"Property was clean, well presented and very comfortable. We had a great time, checking out nearby waterfalls and history of such places as Bennington. We would stay again and recommend to friends and family.."
United States
Stephen T.
The price is ￥25,420
￥67,720 total
includes taxes & fees
Nov 13 - Nov 14
Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn
Property grounds
Beautiful Lodging at Mount Snow with Hot Tub on Deck

Beautiful Lodging at Mount Snow with Hot Tub on Deck

Wilmington
9.4 out of 10, Exceptional, (42)
"This cabin is geared more for Winter and skiing since there is no air conditioning. Our family of 5 guys stayed here on 7/25/2025 because it was not that far from our rafting location, hiking and other attractions in southern VT. The cabin is very clean and the kitchen is stocked for all one's needs. We spent several nights after dinner around the firepit. We very much enjoyed staying here."
United States
Richard D.
Beautiful Lodging at Mount Snow with Hot Tub on Deck
Smart TV, fireplace, foosball, table tennis
Luxury Two-Home Vermont Retreat Near Ski Resorts – Pool, Hot Tub & Sauna

Luxury Two-Home Vermont Retreat Near Ski Resorts – Pool, Hot Tub & Sauna

Windham
10.0 out of 10, Exceptional, (54)
"Consistently great time at this place (3rd time there)"
United States
Chad B.
Luxury Two-Home Vermont Retreat Near Ski Resorts – Pool, Hot Tub & Sauna
Interior
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.

Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.

Dover
10.0 out of 10, Exceptional, (9)
"This place is somehow better than it looks online. It is truly spectacular. And incredibly easy ski in ski out. Ski in is right to the door and ski out is about 10 foot walk to the magic carpet in the backyard. Tina of room. First class appliances. Tons of parking. We had a big group. Also two great places to hang out upstairs in the great room then the kids needed up hanging out a lot on the main floor. Checking in was a piece of cake and Todd was very responsive if we needed anything. Can’t...
United States
Marc G.
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.
Smart TV, fireplace, DVD player, table tennis
Beautiful Custom Built Timber Frame Home, Sleeps 11

Beautiful Custom Built Timber Frame Home, Sleeps 11

Wilmington
10.0 out of 10, Exceptional, (108)
"The house is beautiful and has a gorgeous view, especially at night of the stars. Michael was super responsive with a couple of questions we had on logistics and supplies to bring. We would highly recommend staying there and will probably book again in the future."
United States
Jeff L.
Beautiful Custom Built Timber Frame Home, Sleeps 11
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 South Londonderry Hotel Reviews

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"Nice clean room and friendly staff. I was there off season (early November) so some restaurants weren’t open but there were still plenty of options. "
Andrew 1-night trip
Posted 7 days ago
Pointe at Castle Hill Resort

Find out more about South Londonderry

Search for holiday rentals in South Londonderry on Expedia! You can easily find your home rentals, villas, holiday apartments in South Londonderry using one of the methods below:

  • View our selection of featured holiday rentals in South Londonderry
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Look no further and take a look at our great range of rental properties in South Londonderry!

Frequently asked questions

Can I find a vacation rental in South Londonderry?

Yes, we have vacation rentals close to popular sights in South Londonderry, or you can choose a secluded option if you'd like a relaxing place to stay. South Londonderry is known for its golf courses and university setting. Make sure you have time to check out the parks while you're in the area.

What are some of the best vacation home rentals that South Londonderry has to offer?

Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo: This vacation home rental outside of South Londonderry 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 South Londonderry?

Expedia has 17 vacation rentals for your stay in South Londonderry.

What can I see and do in South Londonderry?

Green Mountain National Forest and Winhall River are a couple of lovely local spots to get outside and enjoy nature. Stratton Mountain Resort and Mount Snow are other popular places to visit in the area.

What are vacation rentals like in South Londonderry?

Vacation rentals are privately owned properties you can book for several days or more in South Londonderry. Vacation rentals offer extras like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from public hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for a family trip or a small group gathering.