West Chesterfield Holiday Rentals from NZ$502: Search Short-Term Rentals

Q: What are some of the best holiday rentals that West Chesterfield has to offer?

Family Friendly Hilltop House In Putney Vermont : This holiday home rental outside of West Chesterfield is located on a lake, and has a balcony, a selection of games and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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Our top choices for West Chesterfield holiday rentals

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

Hinsdale

Adrienne

includes taxes & fees

1 Sept - 2 Sept

2. Family Friendly Hilltop House In Putney Vermont

Putney

Susan O.

includes taxes & fees

1 Sept - 2 Sept

3. Yurt Oasis in the woods of Hinsdale, NH

Hinsdale

Allisha C.

includes taxes & fees

30 Aug - 31 Aug

4. The Studio with a View. Bring your dog, too!

Brattleboro

s p.

includes taxes & fees

6 Sept - 7 Sept

5. 2 private mountain RV pads for rent. Full hook ups

Winchester

includes taxes & fees

26 Aug - 27 Aug

6. Chalet Mount Snow/Stratton Skiing/hiking

East Dover

Roy-michael G.

includes taxes & fees

26 Aug - 27 Aug

7. Stunning Glass House nestled in the Vermont wilderness!

Guilford

Chris O.

includes taxes & fees

7 Sept - 8 Sept

8. 2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

Dover

Tania J.

includes taxes & fees

23 Aug - 24 Aug

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Top West Chesterfield Hotel Reviews

Latchis Hotel

8/10 Good

"The art deco building is gorgeous. I applaud the non-profit organization that saved, renovated and maintains this exceptional building. I very much appreciated the original bathroom fixtures. The hotel really gives you a taste of what it might have been like to travel back in the 1930-40s. On the downside, my experience was not the best: When I arrived, the front desk lady said something like: "I'll be right with you". Two minutes later, she came to the front desk joking about having problems with her Emails. Not acceptable! You should pause your Email activity when someone is waiting in the lobby. My wife and I were looking forward to a drink at the hotel bar. The website indicated that the bar was open, and a note on the door confirmed. There was nobody there. Money and a lady's purse were spread out on the bar. We were told at the front desk that the people running the bar for them decided not to open that evening. Not acceptable. The next morning I took a lukewarm shower, as it took about ten minutes for the water to become warm enough, By then I was done and my feet were in about 5" of dirty water because the drain was clogged. We were also told that if we did not turn in our brass key, they would charge us $75 to replace it. When walked down to the lobby, there was a sign stating that front desk duty started at 9:00."

Hideaway Inn Mt. Snow

10/10 Excellent

"We will definitely return to the Hideaway! We got a text before arrival with our room number and code which was very convenient. The hotel is warm and cozy and beautifully decorated. There is neat stuff to look at everywhere. The 3 floors of common spaces were really cool with a lot to offer, like a water bottle filler and coffee maker. It could use to be cleaned a little more often. When we arrived, the playroom had toys all over the floor and there were sticky drink marks on the bar and crumbs on the coffee table. Someone had crushed the chalk under the dart board and all but 1 of the darts was broken. Regardless, we had a blast playing classic Mario on the arcade game. The living room upstairs was gorgeous, next time we will be sure to use that to play games and maybe watch a movie. We didn’t use the pool because it looked green (we opted to go to the lake instead) but we did make a fire and made s’mores down at one of the fire pits on our second night which was so nice to have. The closet in the hallway to grab towels and such is super convenient and the manager was only a text away if you needed anything. Our room was beautiful and so big. We loved the balcony and the record player in the room was a cool touch my boys had fun listening to. This is a very quiet property with a lot to keep families occupied or just relax and enjoy nature. We had a wonderful stay and when we met the manager she was so sweet! We absolutely loved it and will return for future VT trips."

Find out more about West Chesterfield

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our West Chesterfield holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up West Chesterfield. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in West Chesterfield. Seeing all the best attractions is bound to make you fall in love with West Chesterfield. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in West Chesterfield short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in West Chesterfield?

Yes, there are holiday rentals close to the most popular sights in West Chesterfield, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the riverfront in West Chesterfield. Make sure you have time to check out the entertainment choices and theatres during your trip.

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

Family Friendly Hilltop House In Putney Vermont: This holiday home rental outside of West Chesterfield is located on a lake, and has a balcony, a selection of games and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What’s there to see and do in West Chesterfield?

Madame Sherri Forest and Connecticut River are a couple of scenic spots to enjoy the outdoors, whereas Actors Theatre Playhouse is one of the cultural attractions. While here, United States Navy Seabee Bridge and Madame Sherris Castle Ruins are other places worth a visit.

What’s a holiday rental in West Chesterfield like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in West Chesterfield. Holiday rentals provide amenities like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from public hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for a small group gathering.

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Check prices for these dates

Our top choices for West Chesterfield holiday rentals

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

2. Family Friendly Hilltop House In Putney Vermont

3. Yurt Oasis in the woods of Hinsdale, NH

4. The Studio with a View. Bring your dog, too!

5. 2 private mountain RV pads for rent. Full hook ups

6. Chalet Mount Snow/Stratton Skiing/hiking

7. Stunning Glass House nestled in the Vermont wilderness!

8. 2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

9. Lovely 2nd Floor Apartment

10. Modern Downtown Escape HotTub Fire Pit Games 12ppl

11. Central Large 2-bedrooms with office in Keene

12. Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

13. Cozy 3 bedroom condo 2.5 miles to Mount Snow

14. Vikings Villages Resort - Double Bed Room

15. Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires

16. Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!

17. 4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

18. Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!

19. Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro

20. Cozy 3 bedroom Cottage on Farm with great outdoor space 10 min to Bellows Falls

Find holiday rentals that suit your style

Top West Chesterfield Hotel Reviews

Latchis Hotel

Hampton Inn Brattleboro

The Inn At Crumpin Fox

The Putney Inn

Windmill Motel Restaurant

Keene Elm City Hotel, an Ascend Collection Hotel

Inn At Mount Snow

Riverside Hotel, an Ascend Collection Hotel

Hideaway Inn Mt. Snow

Find out more about West Chesterfield

Frequently asked questions

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