Vacation rentals in Brattleboro

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Popular amenities for Brattleboro vacation rentals

Stay near Brattleboro's top sights

Whetstone Station Restaurant and Brewery18 locals recommend
The Vermont Country Deli12 locals recommend
99 Restaurants7 locals recommend
Chelsea Royal Diner3 locals recommend
Hannaford Supermarket7 locals recommend
Price Chopper6 locals recommend

Pet-friendly vacation rentals in Brattleboro

Guest favorite
Tiny home in Wardsboro
4.94 out of 5 average rating, 324 reviews

Little Red House Vermont

JorgeRating, 5 stars1 month ago
What an amazing place to visit Vermont. I had a great time at the little red house. The place is beautiful and quiet. It is a 12 min drive to Mount Snow. Joe has a bunch of classic DVDs and we enjoyed some of them during our stay. The place is very clean and there is warm water and WiFi.
Top guest favorite
Home in Brattleboro
4.94 out of 5 average rating, 121 reviews

Spacious Brattleboro home on river, walk to town

DebbieRating, 5 stars2 months ago
Absolutely incredible place! Tons of room, bathrooms for each bedroom was a big hit. Amazing location. Views were magnificent after 8 inches of snow and some freezing rain. Perfect excuse to not leave the house and enjoy the peaceful serenity over a nice margarita. Fall views must be totally awesome. Don’t need to bring anything except you, your friends and some food. The home has everything you need, all set and ready to go, and I mean everything you’ll need. The house manager Teri was an absolute peach. Her connection to the house and knowledge of the local history was amazing. 5 STARS doesn’t do this place justice. Already planning a return visit.
Guest favorite
Home in Plymouth
4.95 out of 5 average rating, 251 reviews

Top of the World! Jacuzzi! Private Hiking Trails!

MichaelRating, 5 stars1 month ago
Nice place thanks Mike
Top guest favorite
Chalet in Dover
4.98 out of 5 average rating, 109 reviews

Mountain Chalet: Private Brook - Hot Tub - Firepit

EricRating, 5 stars1 month ago
Family had a great stay at Danielle and Ben’s the house was very clean and kid friendly and we really enjoyed having the view of the creek from decking area. Very close to Mt Snow and surrounding area restaurants and attractions. Would stay again.
Guest favorite
Apartment in Keene
4.94 out of 5 average rating, 218 reviews

The Carriage House Loft: Seasonal Stays

LakeRating, 5 stars1 month ago
This property is a very welcome getaway and we felt right at home. Thanks again! I'll be back again. 👍
Guest favorite
Cabin in Danby
4.89 out of 5 average rating, 296 reviews

April/May special So Vt Cabin Mt Tabor Treasure

MelissaRating, 5 stars1 month ago
A great escape. We enjoy our stays here. We are booked again in June. Lori is so attentive. She is always one step ahead. Thank you! 😀
Guest favorite
Barn in Newfane
4.97 out of 5 average rating, 150 reviews

Beautiful rustic woods and fields retreat.

AmberRating, 5 stars1 month ago
This was my third time staying on Rosalind's property, but my first time in the "retreat" unit. The space is better in person than in the photos! It's a spacious two level unit with a huge bedroom/loft type area, perfect for setting up your yoga mat! The high ceilings and large forest facing windows in the bedroom were a highlight for me. Rosalind has always been a very responsive, thoughtful, and flexible host. I can't wait to stay again!
Guest favorite
Tiny home in Clarendon
4.9 out of 5 average rating, 226 reviews

Secluded tiny house resort - DOG FRIENDLY

JinnyRating, 5 stars2 weeks ago
Liz was a fabulous host. Very friendly and helpful. She has thought of everything you could need for a fantastic stay, whether you are staying to sleep and go on outings or just lounge around the property. It is a beautiful property. We enjoyed a fire, roasting smores in the fire pit, and got to hear the wonderful sound of the river, that was a stone throw away. Being able to bring our dog, who is a Montain dog, so not little, was a bonus. He was in heaven and We felt safe letting him play in the yard. She has 3 ABB on this property and we stayed in the tiny house. It was our first experience with a tiny house. It was cute and very well kept. It had what we needed. I will say, that I was grateful for a regular bathroom and it's use, in the garage and as a bit of a larger woman with back issues, the bed was a bit on the hard side for me. It wouldn't stop me from coming again, nor take away from my 5 start review though. It was a wonderful weekend.

Boutique hotels in Brattleboro

Guest favorite
Hotel room in Keene
4.95 out of 5 average rating, 38 reviews

Burrell House Inn, historic Keene NH-" Ivory Room"

JosephRating, 5 stars1 week ago
This was our 3rd time staying here. We have been in three different rooms they have all been great. Last time we had left something in the room they called us within 30 mins of checking out and I was able to go back and get it. Their prices are clear and extremely reasonable for the accommodations and the location. Our daughter is a senior at Keene State College so it has been 4 years of knowing they are there when we need to stay. The rooms are always clean and neat. They are not over burdened with furniture. The rooms are up to date yet also match the area and home. They have a very quaint vibe. Parking is not an issue as they have plenty of it out back. Even when our daughter graduates in May we sill still go back to see her friends next year and the Burrell house will definitely be an option for us. The only thing I would say is the WIFI could use a boost. I was able to use it but only on one side of the room. We would definitely stay there again and recommend it highly.
Superhost
Hotel room in Goshen
4.71 out of 5 average rating, 28 reviews

Victorian Rose Room; Historic Brook Rd Inn

GabrielRating, 5 stars13 months ago
Great place to crash at an affordable price!
Hotel room in Lenox
5 out of 5 average rating, 5 reviews

★ Romantic King Room w/ Double Jacuzzi & Fireplace

AmandaRating, 5 stars25 months ago
Stan made sure we had information on all of the local restaurants, which was super helpful! The hot tub was wonderful, clean, and was perfect for the two of us to enjoy comfortably. Check in was easy and the room was very comfortable. We would happily return!
Superhost
Hotel room in Dover
5 out of 5 average rating, 7 reviews

Luxury King Suite w/balcony in Historic Inn, rm 1

SamirRating, 5 stars28 months ago
Location to Mt Snow was perfect. Amenities were great. Will be back for sure. Very good and welcoming staff that made you feel at ease and comfortable as you’re home.
Superhost
Hotel room in Danbury
4.91 out of 5 average rating, 35 reviews

The Red Barn Inn, Suite 4, Danbury, NH

MichelleRating, 5 stars6 months ago
The Red Barn Inn was such a fantastic find, and we will 100% seek to stay again! What a fabulous combination of authentic New England historic farmhouse charm brought up to modern day elegance. Jeanne & Karen were super proactive with arrival tips and local recommendations, and quick to respond while we were onsite. Overall value + experience was top-notch!
Hotel room in Lenox
4.63 out of 5 average rating, 8 reviews

Constance Double Queen Suite

HannahRating, 5 stars15 months ago
This is my favorite place to stay in the Berkshires after many years of visiting the area. It is even better than the website shows, for personal touches like the common living room area with chess set and piano and cozy window seat nook. It also has amenities like access to beverages and snacks 24 hours/day in the common dining room, lovely views from the rooms and common areas, friendly and competent staff, beautiful furnishings, reliable heat, clean linens, and overall pleasant atmosphere. Plenty of parking, walkable to Lenox, short drive to Tanglewood and Kripalu and other sites. I could not recommend more highly!
Hotel room in Manchester
4.75 out of 5 average rating, 52 reviews

Aspen Manchester, Equinox Suite

AndrewRating, 5 stars27 months ago
The Aspen at Manchester was clean and easy to check into. A great place to relax and unwind after skiing at Stratton. Town of Manchester has plenty of delicious places to grab a bite and its only about 25 minutes from the Stratton resort. Would absolutely stay here again!

Pet-friendly boutique hotels in Brattleboro

Superhost
Hotel room in Bennington
4.9 out of 5 average rating, 71 reviews

Harwood Hill Motel - Cottages Queen+Twin Sofabed

Edward & ColleenRating, 5 stars6 months ago
Easy to find and nice location. A great local restaurant is walking distance to the hotel. Clean room.
Guest favorite
Hotel room in Bennington
5 out of 5 average rating, 17 reviews

Harwood Hill Motel - Deluxe King

ErinRating, 5 stars4 months ago
Very cute place. Offered contactless check in. The lights in the room were on when we arrived at night. Easy parking, very clean and the bed was very comfortable. Will definitely stay again.
Guest favorite
Hotel room in Worcester
5 out of 5 average rating, 48 reviews

JD Hotel “Blue Lagoon”

PrestonRating, 5 stars18 months ago
Stephan was over and beyond helpful. When I showed up he met me outside and I travel with too many things and he was the first and only Airbnb host to actually help me with my things, and he brought them a flight of stairs right to my room outstanding!
Superhost
Hotel room in Cummington
4.82 out of 5 average rating, 85 reviews

Singing Bridge Harmony Room

EileenRating, 5 stars3 months ago
Wonderful place perfect for our weekend get away with our “ fur baby” felt very welcoming
Guest favorite
Hotel room in Sunapee
4.96 out of 5 average rating, 27 reviews

1 Bed/1.5 Bath Suite #10 The Lodge, Mountain Views

ChristopherRating, 5 stars2 months ago
Perfect place to stay! Would definitely recommend.
Superhost
Hotel room in Bennington
4.89 out of 5 average rating, 71 reviews

Harwood Hill Motel - Economy Queen

ChrisRating, 5 stars20 months ago
Martha was a great host! Very prompt communication and pleasant to work with.
Hotel room in Lenox
4.7 out of 5 average rating, 88 reviews

Standard Two Double in Boutique Lenox Hotel

Sarah-JoRating, 5 stars2 weeks ago
I had the best stay at Berkshires Untold. There is so much attention to detail and I loved the accommodations, the bed is super comfortable and the room and bathroom were very clean! I loved the snacks, water and beverages available for purchase in the room. My mother and I stayed for 2 nights and we loved the restaurant for dinner and loved that there are games in the lobby area. The staff were very pleasant and kind to us. The patio is lovely as well. We will definitely stay here again in the future and this was quite a gem of a place to find!! Looking forward to future stays with you!
Hotel room in Dover
4.7 out of 5 average rating, 20 reviews

Standard King at Boutique Hotel in Vermont

SarahRating, 5 stars13 months ago
This place is great! The inn itself is clean and safe and it is right across the street from the mountain! You can also take a free shuttle!

Destinations to explore

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  5. Brattleboro