House vacation rentals in Chesterfield

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Popular amenities for Chesterfield house rentals

House rentals with a pool

Guest favorite
Home in Essex Junction
4.92 out of 5 average rating, 13 reviews

Mansfield Manor at Essex

JessRating, 5 stars1 day ago
Matthew’s place was perfect for our family visiting for a graduation party! The house was spacious, clean, and close to everything we needed! Would definitely stay again if available when visiting our family again!
Guest favorite
Home in Granville
4.96 out of 5 average rating, 145 reviews

Epic Views of the Green Mountains

ColbyRating, 5 stars2 weeks ago
We had a great stay at William’s. The location was beautiful and the house was comfortable. We had a great mix of day-tripping and relaxing with a view. We also ran into William and he was very helpful and friendly.
Guest favorite
Home in Stowe
5 out of 5 average rating, 25 reviews

Spacious, modern luxury close to mountain!

AlfredRating, 5 stars2 months ago
Such a great stay. Wonderful place, super well appointed with all the amenities you could ask for. Great location very close to Stowe. Would stay here again in a heartbeat.
Guest favorite
Home in South Hero
4.97 out of 5 average rating, 34 reviews

Mott House, South Hero Vermont

ReneeRating, 5 stars6 days ago
We enjoyed our stay at Mott house. From booking to check out everyone involved was very helpful. Pat and Dominic were very responsive to all of our questions. The home is decorated nicely and restored perfectly. We also enjoyed all of the amenities that apple island resort has to offer. We would love to return back for another stay!
Guest favorite
Home in Stowe
4.97 out of 5 average rating, 139 reviews

Spruce Peak Lodge Studio Mnnt Views! | 1516

JustinRating, 5 stars1 day ago
We really enjoyed our stay! Very quiet and relaxing. Everything thing you need is right at the resort, or a short drive into town. We will be back!
Top guest favorite
Home in Chazy
5 out of 5 average rating, 14 reviews

Cozy 2 bedroom true log cabin

TimRating, 5 stars8 months ago
I wish I could rate this home 6 stars. It is beautiful, peaceful, private, and surrounded by nature. The two bedrooms are great and very comfortable, and they actually have anything you might need in terms of toiletries. Corey was super responsive and helpful, he quickly answered the few questions that I had. Would absolutely recommend this home to anyone looking for a small getaway.
Guest favorite
Home in Colchester
5 out of 5 average rating, 10 reviews

Lakeside Bungalow ~ Pool | Hot Tub | Beach

AngeloRating, 5 stars1 week ago
A perfect few days and one of the best Airbnb's that I ever stayed in. The hot tub, as well as the fully stocked kitchen - the best; and the plunge pool was so refreshing. You really feel that you are floating on the water while sitting on the adirondack chairs overlooking the lake. Everything in this Airbnb was a 10++++++!!!! We will definitely be back. This mini vacation was prelude to a longer on Cape Cod, and it was very painful to leave. Thanks for a little piece of Heaven. Ange
Top guest favorite
Home in Morristown
5 out of 5 average rating, 7 reviews

The Vista - 180º Mt. views w/Pool 12min to Stowe

GaryRating, 5 stars1 week ago
Look no further if you're traveling with toddlers—this Airbnb is a dream for families! The location is perfect: tucked just outside of Stowe, it offers peaceful country vibes, a spacious backyard, and stunning mountain views from every window—all while being just a short drive from town. What really sets this home apart is how toddler-friendly it is. It's a BabyQuip heaven—stocked with everything from a high chair and nugget couch (iykyk!), to Fisher Price Little People toys, coloring supplies, a train set, games, and more. Our toddler had a blast and was perfectly content spending evenings at the house, thanks to the endless entertainment options. The host went above and beyond—the home was spotless, and the kitchen was fully equipped with all the essentials. Highly recommend for any family looking for a relaxing, kid-friendly escape in Vermont!

Weekly house rentals

Guest favorite
Home in Jay
4.91 out of 5 average rating, 47 reviews

Modern Chalet | Sauna + Private Location

MannyRating, 5 stars2 weeks ago
We had an absolutely wonderful stay at this beautiful mountain chalet! The landscaping is beautiful and perfectly complements the serene surroundings. The house itself is new, stylishly designed, and incredibly comfortable. We especially loved relaxing in the sauna after a day of exploring—it was such a luxurious touch. I accidentally broke a glass, our host was so understanding and gracious. Highly recommend this place for anyone looking to unwind.
Top guest favorite
Home in Grand Isle
5 out of 5 average rating, 50 reviews

Tranquil lake house in VT w/ breathtaking views

LucasRating, 5 stars4 months ago
One of the best homes I’ve rented in Vermont, the home was beautiful, the property was beautiful as well. Would highly recommend having a vehicle to be able to handle the unexpected weather conditions and would highly recommend staying at this home if you’re looking to snowboard/ski or a simple getaway, the ideal home! The host was super thoughtful and responsive as well. Highly recommend!
Top guest favorite
Home in Peru
5 out of 5 average rating, 35 reviews

Cozy Adirondack Home w/Private Backyard

MeriahRating, 5 stars1 week ago
We had a great stay overall—this Airbnb was cozy, comfortable, and located in a beautiful, quiet neighborhood. The host was responsive and check-in was seamless. The amenities were as promised, and we truly enjoyed our time there.
Guest favorite
Home in Au Sable Forks
5 out of 5 average rating, 9 reviews

Adirondack Home on Fern Lake : The Murphy House

OrhanRating, 5 stars4 months ago
Very spacious, clean, comfortable. Bathrooms and amenities were perfect. This set my standards high for future ski cabins at this price range !
Top guest favorite
Home in Enosburg
5 out of 5 average rating, 40 reviews

The Gambrel Mountain Retreat at Twin Ponds

SarahRating, 5 stars1 day ago
We enjoyed a comfortable and relaxing three nights at this property, and highly recommend it! The house is open and full of natural light, tastefully decorated, and perfectly appointed with everything needed for your stay. The spacious deck was a delight - something we were specifically looking forward to for R&R. It was great for downtime with our pups, offering sunny and shady spaces throughout the day. The Twin Ponds are lovely and a brief walk away. The property is nice for walking/exploring. We do an Airbnb long weekend for our anniversary every year, and this was the first time with dogs. It was great to stay in a comfortable and beautiful spot AND have our Golden girls enjoy it with us! We would absolutely stay again!
Top guest favorite
Home in Au Sable Forks
5 out of 5 average rating, 17 reviews

Birdie's Nest 1 bedroom

EmmaRating, 5 stars7 months ago
Very cute home with a close proximity to Lake Placid. The master bedroom is very cute and the bathroom with the wall sign is a nice touch to match the bird theme. Thank you to Elizabeth for the stay and if we ever make our way back I’ll be sure to look for this house again.
Top guest favorite
Home in Elizabethtown
5 out of 5 average rating, 33 reviews

Secluded Lodge with Hot Tub, Views, Arcade

JustinRating, 5 stars1 day ago
Peaceful, extremely comfortable, fun games, an overall great home for an enjoyable weekend get away. Fun activities such as Golf and Ausable Chasm for our adventurous entertainment. Utilized the kitchen for delicious home cooked meals, surround sound music, Arcade game and cards, and hot tub to the fullest extent of our stay. Slept like a baby at night and woke up to fresh coffee every morning. Our weekend was detailed in the guestbook left out on the great room table for all to see how much we enjoyed our weekend at The Branch. We would love to visit this home again. Highly recommend!u Until next time! Justin and Alison Lindenhurst, NY
Top guest favorite
Home in Hinesburg
4.97 out of 5 average rating, 68 reviews

The Hideaway with hot tub!

KatherineRating, 5 stars2 weeks ago
Very cute and cozy location! We had a great weekend getaway!

Private house rentals

Top guest favorite
Home in Waterbury
5 out of 5 average rating, 47 reviews

Modern Dwell Home +Sauna between Stowe/Waterbury

KataneyRating, 5 starstoday
We had a such a great, relaxing stay. Hayden was helpful and echoed the warm and hospitable charm of Vermont. The house was exactly as described and we enjoyed our time inside just as much as we did out. We initially booked this place to be relatively close to Burlington but realized Waterbury is wonderful! There’s a ton to enjoy, great restaurants but if you want a cozy night indoors, the house is fully equipped to meet your everyday comforts. One of our favorite moments was stepping outside during the evening and looking up to the stars. No light pollution - just a view that’ll brought an easy, simple joy. Really, really great stay. Enjoy!
Top guest favorite
Home in Colchester
5 out of 5 average rating, 13 reviews

Private Lakefront Cottage

DaveRating, 5 stars1 month ago
Peter’s place was great. House was exactly as advertised, and right on the lake. Plenty of amenities. Short drive (15 minutes) to downtown Burlington. Peter made sure we had everything we needed, and also provided some great info about surrounding areas, i.e. grocery stores, restaurants, etc. Look forward to coming back again!! Dave
Superhost
Home in Willsboro
5 out of 5 average rating, 3 reviews

Historic Edge of the River, Adirondacks

MollyRating, 5 stars3 weeks ago
We loved our stay at Laure’s place in Willsboro. Our family gathered so our kids could go to a wedding that was local and we watched our grand babies. The house was so comfortable for all of us. The kitchen was a great place to gather and cook dinners and breakfasts. Our family lives in different areas so it means so much to stay at a home that not only can accommodate us, but can also offer a comfortable kitchen and living area where we can just hang out. We had a rainy weekend, but were able to play in the beautiful yard with our grand daughter one evening when the sun came out. The gardens are absolutely beautiful. It was also fun to walk down to the river - the scenery was amazing. I spent an evening holding my grandson on the day bed in the front hall watching the rain hit the leaves. I will remember that for a while. Laure’s house is comfortable and beautifully decorated. I was reading the history of the house which made the stay even more special.
Guest favorite
Home in Jay
4.96 out of 5 average rating, 26 reviews

New Log Mountain Home 2023.

SpencerRating, 5 stars5 months ago
This is a beautiful, peaceful, and cozy mountain cabin with big windows, a fire place, and a lovely porch. We loved it. Moreover, it was within a short drive to Lake Placid, White Face Mountain, and numerous pristine hiking trails. We even got to Montreal for a quick peek, within two hours. We were lucky enough to have been blessed with a few inches of snow which decorated the pines, rivers and fields with winter magic. We had a great stay. Thank you John and Maria.
Top guest favorite
Home in Waterbury Village Historic District
4.95 out of 5 average rating, 39 reviews

Waterfall Oasis with Large Deck

AgnieszkaRating, 5 stars4 days ago
Wonderful house in an amazing location, secluded with a large deck and a waterfall in back yard, close to groceries, restaurants, coffee, trails and a lake. The house is spacious, full of character, sparkling clean, and well stocked up with food items & toiletries. Truly a hidden gem!
Top guest favorite
Home in Fletcher
5 out of 5 average rating, 25 reviews

Mountain Tiny Home Lake Retreat

MeredithRating, 5 stars2 days ago
Absolutely beautiful space, and a perfectly stocked cottage—what an amazing way to getaway from it all :) The hosts were all super helpful and available, able to answer any of our questions and even dropped off extra firewood when we needed it. The space itself had everything we needed and more, super clean and tidy—we felt right at home and got settled super fast for a relaxing weekend. The cabin and the deck on the lake were so peaceful and the pictures don’t do justice to how totally beautiful it really is. Can’t recommend enough, for the great amenities, super friendly hosts, and perfect getaway :)
Guest favorite
Home in Plattsburgh
4.9 out of 5 average rating, 60 reviews

Adirondack Orchard House - 2BR, Sleeps 7, 5 TVs

HannahRating, 5 stars4 weeks ago
John was an excellent host! He was quick to respond to my many questions and never made me feel like a burden when asking my many questions. The house was excellent and we are definitely going to be staying there again in the future!
Superhost
Home in Jay
4.83 out of 5 average rating, 40 reviews

The Toasty Chalet

LaurenRating, 5 stars4 months ago
Great location, nice area. Happy we were able to bring our fur baby along with us. I will say, I probably would not bring my dog here again. The stairs to the second level are an extremely steep angle and slippery. I was not confident it would be safe for my pup to maneuver.

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