Alstead Holiday Rentals

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Holiday Rentals in Alstead

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$575
includes taxes & fees
9 Dec - 10 Dec
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

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 😊

Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT

10.0 out of 10, Exceptional, (48)
"Peaceful, beautiful property. Was a relaxing stay, had everything we needed. "
Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT

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

Pristine Waterfront, Charming Home, Breathtaking Views

9.8 out of 10, Exceptional, (56)
"Beautiful leaves in reds, oranges, and yellows reflected in a gorgeous pond with a pair of loons slowly floating by....Perfection! What a gorgeous location! We had a great stay- the kitchen was wonderful to cook in- we loved the gas stove- bacon tasted so delicious with croissants in the morning! The house is large and comfortable- cozy couch, large piano, washer and dryer, tv, and wifi. We have to agree with other guests- the bed is squeaky....ridiculously squeaky.....to the point of...
Pristine Waterfront, Charming Home, Breathtaking Views

Private Family Friendly Ski&Lake Getaway on 2 acres. Short walk to Lake Sunapee

10.0 out of 10, Exceptional, (5)
"Beautiful property, professional and helpful hosts, clean and spacious, bountiful amenities and a great night with friends!"
The price is AU$1,745
includes taxes & fees
12 Dec - 13 Dec
Private Family Friendly Ski&Lake Getaway on 2 acres. Short walk to Lake Sunapee

Okemo Mountain Chalet W/ Hot Tub and Game Room

9.8 out of 10, Exceptional, (157)
"My family and close friends got together for the second year here. We enjoyed it so much last year we extended our stay this year. We had the same magnificent experience this year. We enjoy making family style meals in the big open kitchen. Plenty of space for all of us to lounge around. We always make sure to use the hot tub while we're there. They did some nice updates since we were there last year. The new shower head in the downstairs bathroom is great! We'll be making this an annual family...
Okemo Mountain Chalet W/ Hot Tub and Game Room

Chester Home w/ Views ~ 10 Mi to Okemo Mtn Resort!

10.0 out of 10, Exceptional, (39)
"This property is a wonderful place to stay with amazing views and a beautiful interior. The owner was excellent and communicated everything clearly and offered guidance on local attractions and directions to nearby points of interest!"
Chester Home w/ Views ~ 10 Mi to Okemo Mtn Resort!

17-Acre Vermont Escape w/ Panoramic Mountain Views

10.0 out of 10, Exceptional, (10)
"Great stay would highly recommend"
17-Acre Vermont Escape w/ Panoramic Mountain Views

Amazing Mt. Sunapee Region Home Convenient for many activities! Winter Is Open!

10.0 out of 10, Exceptional, (156)
"The home perfect for our needs. Plenty of room and a GREAT view of the back of Mount Sunapee. The neighborhood is very nice and quiet. The kitchen was well equipped. We had a great time! Thank you!"
Amazing Mt. Sunapee Region Home Convenient for many activities! Winter Is Open!

Perfect Lake or Mountain Getaway Less Than 5 Minutes Away

10.0 out of 10, Exceptional, (12)
"The hosts were extremely communicative and beyond helpful for our stay. We let them know that we were staying and planning on using the VRBO for getting ready for my wedding on the weekend. I appreciate their communication and the layout of the home. Their directions and tips were very helpful and made the stay very helpful. Thank you all so much - this was one of the least stressful parts about my wedding. "
Perfect Lake or Mountain Getaway Less Than 5 Minutes Away

Secluded Escape in Rural Vermont! Sauna Pool, Hot Tub,Game House Mountain Views.

10.0 out of 10, Exceptional, (39)
"This property was beautiful, clean, well maintained, had everything we needed. Wish we could have stayed longer! Thank you for a weekend we’ll never forget! We hope to rent this house again in the future. "
Secluded Escape in Rural Vermont! Sauna Pool, Hot Tub,Game House Mountain Views.

SPACIOUS Custom 5 Bed Home Minutes to Lake Sunapee! Garage, Hot Tub, Pool Table!

10.0 out of 10, Exceptional, (19)
"It was so amazing! Everything was beautiful and so clean! "
SPACIOUS Custom 5 Bed Home Minutes to Lake Sunapee! Garage, Hot Tub, Pool Table!

Family Friendly Hilltop House In Putney Vermont

9.4 out of 10, Exceptional, (53)
"The property was beautiful--great views, super peaceful, and fabulous hosts. "
The price is AU$537
includes taxes & fees
2 Dec - 3 Dec
Family Friendly Hilltop House In Putney Vermont

Two-story townhome with forest/mountain view, gas fireplace, pool, gym & saunas

8.6 out of 10, Excellent, (10)
"The place is great but it alludes that the pool and gym are included, they are in fact not and they want you to pay another $25 per person to use them. So I wasn't really happy about that."
Two-story townhome with forest/mountain view, gas fireplace, pool, gym & saunas

Cozy Camp in the woods surrounded by nature.!

10.0 out of 10, Exceptional, (11)
"Beautiful setting, quiet, bucolic. Cabin super clean and rustic. Well equipped, clean gym. Owners are super and very kind. A "
Cozy Camp in the woods surrounded by nature.!

Troy House, Country Get Away, w fire-pit, rec & game rm, many small ponds nearby

9.8 out of 10, Exceptional, (15)
"Very nice house and property! "
Troy House, Country Get Away, w fire-pit, rec & game rm, many small ponds nearby

HISTORIC, RENOVATED BARN w/ Mt. SUNAPEE VIEW, SLEEPS 22+, Minutes to Lake / Mt.

9.8 out of 10, Exceptional, (78)
"The house - or as it was referred to by some the castle - was awesome. We truly enjoyed our stay. "
HISTORIC, RENOVATED BARN w/ Mt. SUNAPEE VIEW, SLEEPS 22+, Minutes to Lake / Mt.

Breathtaking Newbury Cottage w/ Deck on Chalk Pond

9.6 out of 10, Exceptional, (46)
"My friend and I enjoyed our stay. The only issue was the thermostat controlling the stove. It was either too cold or too hot. Maybe more specific instructions for operation. Thanks for the stay!"
Breathtaking Newbury Cottage w/ Deck on Chalk Pond

Relaxing Hot Tub Getaway

10.0 out of 10, Exceptional, (11)
"Very nice house that was clean and had very nice Activities like hot tub games etc Definitely would come back and stay again. Rebecca is a very good host "
The price is AU$447
includes taxes & fees
28 Nov - 29 Nov
Relaxing Hot Tub Getaway
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 types of properties in Alstead you may be interested in

Colonial Motel And Spa

3.0 star property
6.8 out of 10, (1061)
"The staff are nice "
The price is AU$150
includes taxes & fees
1 Dec - 2 Dec
Colonial Motel And Spa

Hampton Inn Brattleboro

2.5 star property
8.4 out of 10, Very good, (1010)
"The service was top notch and all the extra touches made our stay special. Homemade cookies and the travel breakfast bags were amazing. The staff was professional, efficient and ever so kind. The hotel is under renovation, but we still had a wonderful stay. 5 stars"
The price is AU$163
includes taxes & fees
22 Dec - 23 Dec
Hampton Inn Brattleboro

Pointe at Castle Hill Resort

3.5 star property
8.8 out of 10, Excellent, (761)
"Nice place. Good location. Hot tub is hot, swimming pool is warm in the winter! Nice place overall. "
The price is AU$273
includes taxes & fees
1 Dec - 2 Dec
Pointe at Castle Hill Resort
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

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Can I find holiday rentals in Alstead?

Yes, there are holiday rentals close to the most popular sights in Alstead, or you can select a more secluded option if you're looking for a relaxing stay.

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

Cozy Lakeside Year Round Retreat ☀️🛶 🎣 🏊 🍁 🎃 🍎 🎿🏂 ❄️ & 🐾 are welcome 😊: This holiday home rental outside of Alstead is located on a lake, and has a selection of games, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What can I see and do in Alstead?

While exploring the area, visit family-friendly sights like Vermont Country Store, or get outside and enjoy nature at Crescent Lake. In the wider area, you’ll find Highland Lake and Landmark College.

What are holiday rentals like in Alstead?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Alstead. Holiday rentals offer amenities such as patios, hot tubs and fire pits so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from shared hotel lifts and busy front desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for a small group gathering.