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Alstead Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Alstead vacation rentals

A red house with a covered porch and a chimney.

1. 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, (172 reviews)
"We had a very lovely stay. The kitchen was well-equipped and the whole home was very cozy. There was wood for the wood stove and lots of games and puzzles to do. Check-in and check-out was simple. Just what we were looking for! "
United States
Eleanor D.
$313 nightly
The price is $351
Sep 30 - Oct 1
Total with taxes and fees
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
A wooden deck with a white railing overlooking a lake, surrounded by trees and a small house.

2. Lakefront Family Fun Retreat

Lakefront Family Fun Retreat
Newport
10.0 out of 10, Exceptional, (5 reviews)
"Great visit! The house is perfectly outfitted for a relaxing vacation. Super clean and updated. Really enjoyed the warm waters of Crescent Lake!"
United States
Ann R.
$389 nightly
The price is $422
Oct 21 - Oct 22
Total with taxes and fees
Lakefront Family Fun Retreat
A patio area with outdoor furniture, a small garden with purple flowers, and a white building in the background.

3. Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9

Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9
Walpole
10.0 out of 10, Exceptional, (52 reviews)
"We had a very lovely stay. "
United States
mary c.
$546 nightly
The price is $592
Oct 8 - Oct 9
Total with taxes and fees
Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9
A garden with a wooden pergola, purple flowers, and a river view.

4. Family Friendly Hilltop House In Putney Vermont

Family Friendly Hilltop House In Putney Vermont
Putney
9.4 out of 10, Exceptional, (64 reviews)
"The house was all we expected. Very comfortable and ready for us when we arrived. It’s a bit out of the way, at the end of a private road, but quiet and secluded. Our host was attentive without being intrusive. She clearly wanted to make sure our stay met our expectations and was pleasant. All in all, a delightful way to visit Vermont!"
United States
Susan G.
$228 nightly
The price is $256
Oct 20 - Oct 21
Total with taxes and fees
Family Friendly Hilltop House In Putney Vermont
A rustic cabin with a covered porch, a small shed, and outdoor seating.

5. RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options

RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
Hinsdale
10.0 out of 10, Exceptional, (19 reviews)
"Very enjoyable getaway weekend!!"
United States
Adrienne
$145 nightly
The price is $157
Oct 5 - Oct 6
Total with taxes and fees
RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
A spacious living room with a fireplace, large windows, and a cozy seating area.

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

@SunapeeSeasons—Across from Dewey Beach, Lake View, 8 Min. from Mt. Sunapee
Sunapee
10.0 out of 10, Exceptional, (26 reviews)
"The perfect winter stay for our family! Perfect location, close to Mount Sunapee. Gorgeous views and home. Host was extremely welcoming and responsive, and the whole stay was easy."
United States
Amanda R.
$561 nightly
The price is $609
Oct 19 - Oct 20
Total with taxes and fees
@SunapeeSeasons—Across from Dewey Beach, Lake View, 8 Min. from Mt. Sunapee
A modern kitchen with white cabinets, stainless steel appliances, a granite countertop, and a hanging light fixture.

7. Soonipi Casa by Sunapee Stays Peekaboo views of Mount Sunapee

Soonipi Casa by Sunapee Stays Peekaboo views of Mount Sunapee
Sunapee
10.0 out of 10, Exceptional, (58 reviews)
"Wonderful place to stay for our trip. Great location and the house was nicely updated. "
United States
Andrew W.
$368 nightly
The price is $400
Sep 29 - Sep 30
Total with taxes and fees
Soonipi Casa by Sunapee Stays Peekaboo views of Mount Sunapee
A wooden cabin with a balcony, surrounded by trees.

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

Sugar River Treehouse -relaxing escape among the trees on the serene Sugar River
Newport
9.6 out of 10, Exceptional, (27 reviews)
"Amazing weekend stay with our pup! Looking forward to staying here in the summer! "
United States
Naydene G.
$373 nightly
The price is $405
Oct 4 - Oct 5
Total with taxes and fees
Sugar River Treehouse -relaxing escape among the trees on the serene Sugar River
A house with a garage door open, a small porch, and a stone wall.

9. Private studio apartment with 1 car garage parking space

Private studio apartment with 1 car garage parking space
Newbury
10.0 out of 10, Exceptional, (1 review)
"Such an amazing cottage everything you need conveniently located, immaculate, roomy,decorated tastefully such a great place thank you for sharing it .well definitely be back .top notch can't say enough what an amazing experience. Thank you ."
United States
Tracy D.
$390 nightly
The price is $423
Sep 30 - Oct 1
Total with taxes and fees
Private studio apartment with 1 car garage parking space

10. Charming Chester Farmhouse near Near VT Slopes

Charming Chester Farmhouse near Near VT Slopes
Chester Depot
9.4 out of 10, Exceptional, (22 reviews)
"Beautiful classic farmhouse in lovely neighbourhood."
United States
Kimberly B.
$356 nightly
The price is $399
Sep 29 - Sep 30
Total with taxes and fees
Charming Chester Farmhouse near Near VT Slopes
A two-story house with a deck, surrounded by dense forest.

11. 4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo

4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo
Chester
10.0 out of 10, Exceptional, (5 reviews)
"Clean, spacous house, good location and great scenes of the mountains."
United States
pauline
$841 nightly
The price is $942
Sep 29 - Sep 30
Total with taxes and fees
4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo
A modern, compact cabin with large windows, a wooden exterior, and a small porch with outdoor seating.

12. Wellness Getaway with a Personal Sauna, and Private River Beach!

Wellness Getaway with a Personal Sauna, and Private River Beach!
Newfane
10.0 out of 10, Exceptional, (3 reviews)
"Very welcoming and extremely helpful. Had a wonderful stay post ski day! Would definitely recommend and stay again. "
United States
Joseph P.
$255 nightly
The price is $286
Oct 20 - Oct 21
Total with taxes and fees
Wellness Getaway with a Personal Sauna, and Private River Beach!
A two-story house with a front porch, a staircase, and a small garden area.

13. Central Large 2-bedrooms with office in Keene

Central Large 2-bedrooms with office in Keene
Keene
9.6 out of 10, Exceptional, (7 reviews)
"Friendly hosts and excellent location to walk to downtown."
United States
Joshua
$182 nightly
The price is $197
Oct 4 - Oct 5
Total with taxes and fees
Central Large 2-bedrooms with office in Keene
A modern living room with a sectional sofa, a wooden coffee table, and a large window with blinds.

14. Brook Road Cabin

Brook Road Cabin
3.5 star property
Goshen
7.4 out of 10, Good, (10 reviews)
"In the aftermath of 30+” of snow we dug out and sought a new location with power and hot showers. How blessed we were to find this gem. A point of refuge and some much needed R&R. Cabin was quaint, warm, and comfortable, and the host was attentive and welcoming. Thank you for this port in the storm. 😊"
United States
Jill
$282 nightly
The price is $306
Sep 29 - Sep 30
Total with taxes and fees
Brook Road Cabin
A house with a deck and a dock extending into a pond, surrounded by autumn foliage.

15. Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston

Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston
Stoddard
10.0 out of 10, Exceptional, (6 reviews)
"Everything was perfect for our weekend stay. Host responded immediately to our questions. House had all the amenities for an enjoyable time!"
United States
Mary P.
$548 nightly
The price is $594
Sep 29 - Sep 30
Total with taxes and fees
Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston
A cozy living room with a large sectional sofa, a wooden coffee table, and a view of trees through a window.

16. Brook Road Cabin

Brook Road Cabin
Goshen
9.6 out of 10, Exceptional, (18 reviews)
"Would go back!"
United States
Elizabeth C.
$282 nightly
The price is $306
Sep 29 - Sep 30
Total with taxes and fees
Brook Road Cabin
A stone fireplace with a clock above it, a television mounted on the wall, and a wooden door.

17. •   Blaisdel Serenity Retreat Minutes to Lake & Sunapee Area

•   Blaisdel Serenity Retreat Minutes to Lake & Sunapee Area
Sutton
10.0 out of 10, Exceptional, (22 reviews)
"Host was extremely welcoming and the place was great."
United States
Chad C.
$330 nightly
The price is $358
Sep 29 - Sep 30
Total with taxes and fees
•   Blaisdel Serenity Retreat Minutes to Lake & Sunapee Area
A yellow building with a porch and a sign that reads "Brook Road Inn."

18. Brook Road Condo

Brook Road Condo
Goshen
8.8 out of 10, Excellent, (15 reviews)
"Nice place for a mountain stay"
United States
Meghan B.
$282 nightly
The price is $306
Oct 19 - Oct 20
Total with taxes and fees
Brook Road Condo
A forested area with a gravel path leading to a cabin with a metal roof and a wooden deck.

19. Hideaway By The Bay - 20ft boat slip and 4 minutes to Mount Sunapee

Hideaway By The Bay - 20ft boat slip and 4 minutes to Mount Sunapee
Newbury
10.0 out of 10, Exceptional, (26 reviews)
"The place was clean and very comfortable"
United States
Pam D.
$425 nightly
The price is $461
Sep 29 - Sep 30
Total with taxes and fees
Hideaway By The Bay - 20ft boat slip and 4 minutes to Mount Sunapee
A modern kitchen with a wooden countertop, dark cabinets, and a large window.

20. Modern Downtown Escape HotTub Fire Pit Games 12ppl

Modern Downtown Escape HotTub Fire Pit Games 12ppl
Keene
9.4 out of 10, Exceptional, (26 reviews)
"Great stay, clean, accommodating and great location. Will stay again!"
United States
cody s.
$319 nightly
The price is $346
Oct 22 - Oct 23
Total with taxes and fees
Modern Downtown Escape HotTub Fire Pit Games 12ppl
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 Alstead Hotel Reviews

Hampton Inn Brattleboro

Hampton Inn Brattleboro

10/10 Excellent
"The hotel was clean and it was quiet in my room. Staff were nice. It was conveniently located"
Lauren 2-night trip
Posted 2 hours ago
Hampton Inn Brattleboro

Find out more about Alstead

Everything you need to know about Alstead vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Alstead vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Alstead vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Alstead vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Alstead. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Alstead in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $346 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Alstead rentals

At Expedia, we put the best Alstead vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Alstead rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Alstead vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Alstead. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Can I find vacation rentals in Alstead?

Yes, we give you a choice of vacation rentals close to well known sights in Alstead, or you can select a secluded option if you want a relaxing place to stay.

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

HISTORIC, RENOVATED BARN w/ Mt. SUNAPEE VIEW, SLEEPS 22+, Minutes to Lake / Mt.: This vacation home rental near Alstead 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 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a library.

What can I see and do in Alstead?

Explore the area and cultural attractions such as Mole Hill Theatre, or visit a family-friendly sight such as Vermont Country Store. While here, Shedd-Porter Memorial Library and Alstead Historical Society are other places worth a visit.

What are vacation rentals like in Alstead?

Vacation rentals are privately owned properties you can reserve for several days or longer in Alstead. Vacation rentals feature amenities like kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for a family trip or a small group gathering.