Alstead Vacation Rentals

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Browse Select Alstead Vacation Homes

Sugar River Treehouse -relaxing escape among the trees on the serene Sugar River

10.0 out of 10, Exceptional, (8)
"The Sugar River Treehouse is thoughtfully designed providing all the amenities needed. We thoroughly enjoyed being able to experience a unique setting with our two dogs. We plan on returning in the summer to enjoy the benefits of the Sugar River. "
Sugar River Treehouse -relaxing escape among the trees on the serene Sugar River

Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.

10.0 out of 10, Exceptional, (43)
"This house was so much fun! We had a large group of families with young children and there was plenty of space for everyone. The adults were able to hang upstairs in front of the fireplace while the kids were able to play downstairs in their own space. The additional house with game room was also a ton of fun! There were so many bedrooms as well!"
Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.

Townhome with patio & on-site pool, hot tub, sauna & tennis access

10.0 out of 10, Exceptional, (2)
"Clean and convenient "
Townhome with patio & on-site pool, hot tub, sauna & tennis access

@SunapeeSeasons—Across from Dewey Beach, Lake View, 8 Min. from Mt. Sunapee

2.0 star property
10.0 out of 10, Exceptional, (5)
"The house is beautiful super clean. Plenty of space for our family. The view is amazing. Can’t wait to return in few months! "
The price is CA $244
CA $646 total
includes taxes & fees
Feb 26 - Feb 27
@SunapeeSeasons—Across from Dewey Beach, Lake View, 8 Min. from Mt. Sunapee

Riverfront, family fun, amazing rec room, close to Magic & Okemo

9.8 out of 10, Exceptional, (9)
"Loved our stay! Perfect house & location in Chester for our family! We’ll be back!"
Riverfront, family fun, amazing rec room, close to Magic & Okemo

Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns

10.0 out of 10, Exceptional, (51)
"This place was just about perfect with excellent hosts that were easy to communicate to. My only ask would be to get shades to block the sun in the morning in the bedroom to the left of the upstairs bathroom. We did not use that bedroom because of this reason. That being said, we loved this place so much that we already booked again for next year. "
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns

Charming Chester Farmhouse – peaceful and close to everything!

9.6 out of 10, Exceptional, (8)
"Very clean, historic farmhouse. 20 minutes from Okemo. Great host. Very updated kitchen with everything you’d need to cook. Easy in, easy out."
The price is CA $323
CA $636 total
includes taxes & fees
Mar 4 - Mar 5
Charming Chester Farmhouse – peaceful and close to everything!

Cozy cottage tucked away in the woods

10.0 out of 10, Exceptional, (41)
"We loved this cabin in the woods. This was our second stay here. More than enough room for my wife and I and 26 year old daughter. Beautiful and rustic with a working wood stove and plenty of wood on hand. Kitchen is well stocked. Be warned that road access is a little challenging - steep unpaved road to get there - but our non-4x4 minivan could make it. Lots of good hiking in nearby Jamaica, and the neighboring small towns are charming. Craig was a great host and very responsive."
Cozy cottage tucked away in the woods

Mountain view home with deck, wood fireplace, washer/dryer, and high-speed WiFi

9.0 out of 10, Wonderful, (20)
"The stay at the house was wonderful and I highly recommend! However, please note that the road up to the house was treacherous. Our group came in two cars--one with four wheel drive (but no chains) and the other with chains (but no four wheel drive). It was so icy neither could cars safely make it to the top of the driveway, so make sure you bring a car with both chains AND four wheel drive if you intend on staying here during a cold snap! "
Mountain view home with deck, wood fireplace, washer/dryer, and high-speed WiFi

Cozy Lakeside Year Round Retreat ☀️🛶 🎣 🏊 🍁 🎃 🍎 🎿🏂 ❄️ & 🐾 are welcome 😊

9.8 out of 10, Exceptional, (18)
"Very clean, all the comforts of home. We loved sitting out and enjoying the lake."
Cozy Lakeside Year Round Retreat ☀️🛶 🎣 🏊 🍁 🎃 🍎 🎿🏂 ❄️ & 🐾 are welcome 😊

Countryside, mountain-view house near eagle's nest with patios - dog-friendly

9.6 out of 10, Exceptional, (5)
"Everything about the listing was accurate. It was very clean and had cute decor that reqlly felt like youre in vermont. The little neighborhood is very cute, quiet and safe feeling. Ita right by my friends house and will most likely be booking again!"
Countryside, mountain-view house near eagle's nest with patios - dog-friendly

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.

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

Perfect Lake or Mountain Getaway Less Than 5 Minutes Away

10.0 out of 10, Exceptional, (13)
"To a person (ages 9-80) we all were very happy with your Lovely vacation home. The space is conducive to being alone or all together, it truly does not show as well online as it is in person. The one mile drive to Mt Sunapee could not be better. Everyone is looking forward to a future trip there. blessings to you in 2025"
The price is CA $543
CA $1,109 total
includes taxes & fees
Feb 17 - Feb 18
Perfect Lake or Mountain Getaway Less Than 5 Minutes Away

1/2 Mi to Ski: Secluded Home in Vermont

8.0 out of 10, Very good, (1)
"We came to Vermont for a weekend to ski and this place is in a nice location. It worked well and for the price it was a decent stay! We had 14 people (the max) and there were enough beds for all of us to sleep comfortably. The stairs were narrow and a bit unsafe-feeling but functional for going up and down. The property also had a good amount of parking space, we had 3 cars and no issues at all. The place is run by a rental company so expect communication only during working hours. When we first...
1/2 Mi to Ski: Secluded Home in Vermont

Lake Sunapee Cozy Cottage - Blodgett Landing

9.6 out of 10, Exceptional, (45)
"My wife, our two dogs, and I, had a lovely few days at Grey Gables. The cottage was clean, cozy, and only steps from the lake, private dock, and sitting area. Communication was excellent. We will definitely be back. "
Lake Sunapee Cozy Cottage - Blodgett Landing

Sunapee Gathering Place, Serene Restored Barn

10.0 out of 10, Exceptional, (10)
"I was here with my girls and their kids to visit my mom and my sister who live in NH and havent got to visit in 4 yrs. Was the perfect space for everyone to visit and spend time together. Everything was perfect as far as space and beauty and luxury."
Sunapee Gathering Place, Serene Restored Barn

Cozy VT Country Home

10.0 out of 10, Exceptional, (2)
"35 min to okemo, 45 min to mt snow, other ski places were closer. we had epic pass. excellent afternoon sunlight to dining/living area. great entry with lots of hooks for ski cloths and boot drop. Basic kitchen supplies better than expected. would return again. "
Cozy VT Country Home

Charming & spacious two-story townhome with balcony - close to Okemo

9.4 out of 10, Exceptional, (24)
"Great ski place"
Charming & spacious two-story townhome with balcony - close to Okemo

Lakeside Cabin, Perfect for Fall Foliage Viewing! Pet Friendly!

Lakeside Cabin, Perfect for Fall Foliage Viewing! Pet Friendly!
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 Alstead

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

9.6 out of 10, Exceptional, (152)
"Thank you for a peaceful weekend away in a charming cottage!"
The price is CA $243
CA $519 total
includes taxes & fees
Mar 12 - Mar 13
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.

10.0 out of 10, Exceptional, (43)
"This house was so much fun! We had a large group of families with young children and there was plenty of space for everyone. The adults were able to hang upstairs in front of the fireplace while the kids were able to play downstairs in their own space. The additional house with game room was also a ton of fun! There were so many bedrooms as well!"
Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.

Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns

10.0 out of 10, Exceptional, (51)
"This place was just about perfect with excellent hosts that were easy to communicate to. My only ask would be to get shades to block the sun in the morning in the bedroom to the left of the upstairs bathroom. We did not use that bedroom because of this reason. That being said, we loved this place so much that we already booked again for next year. "
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns
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.