Holiday rentals with breakfast in Windham County

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Popular amenities for rentals with breakfast in Windham County

House rentals with breakfast

Home in Londonderry
5 out of 5 average rating, 24 reviews

Cook, eat, ski, hike and be merry!

MeredithRating, 5 stars27 months ago
We had a wonderful week at Mathew and Greta's home. Perfect ski week. Beautiful views, light, and surroundings. The home was perfect for our group of 8 with two families sharing (one on the top floor and one on the bottom) gave each family privacy, a bathroom and space to get our stuff out of the common area. Fully stocked with anything that we needed. Thank you! I'd love to book again. :)
Guest favourite
Private room in Brattleboro
4.96 out of 5 average rating, 23 reviews

Cozy Room in Brattleboro

GwynethRating, 5 stars2 days ago
Nice location and easy to find! Jess was a great host!
Private room in Brattleboro
4.5 out of 5 average rating, 4 reviews

Historic Farmstead - Private 2 BR Guest Suite

SerrantosRating, 5 stars64 months ago
Cozy and comfy, we had a great time staying at Emily's for the weekend. Highly recommend!
Superhost
Private room in Brattleboro

Peaceful Room in Brattleboro

LieslRating, 5 stars1 day ago
Jessica is so lovely and welcoming. Her pets are adorable and well behaved. The room was clean and cute. The only negative for me (I'm not a cat owner) was the smell of the litter box.
Top guest favourite
Private room in Putney
4.94 out of 5 average rating, 32 reviews

Peaceful country homestay overlooking pond

AngelaRating, 5 stars1 month ago
I had a wonderful stay at Megan's home! Her home was exactly as described, and her presence was both nurturing and respectful of privacy. Home is quaint, picturesque Vermont country style, modern and charming. Location was an easy hop to Putney and the Putney School, where my son attends. Coffee was lovingly placed outside our door, including fresh lattes on our final day. I would definitely recommend this place to others and would love to stay here again!
Guest favourite
Private room in Putney
4.95 out of 5 average rating, 221 reviews

Sanctuary Garden Bed & Breakfast

ClaudiaRating, 5 stars22 months ago
Caitlin and her husband, Peter, are caring, considerate hosts. They made me feel welcome in their beautifully appointed, light-filled home. They were open and friendly, interested in finding out who I was, while being respectful of my privacy. When I explained I didn't like to eat first thing in the morning, they went out of their way to prepare a yummy, healthy "to-go" breakfast I could take with me to the program I was attending. Caitlin even loaned me her favorite travel coffee mug for my tea. I was able to spend my final morning having breakfast with them and they prepared a delightful meal, replete with fresh fruits and flowers from their garden. We sat outside amongst the beautiful plantings and each shared with me a precious piece of their own life story as well as how they met. That's how I discovered what wonderful people they are. I would return there in a heartbeat. Staying at the Sanctuary provided a welcome contrast from the intensity of the program I was attending.
Top guest favourite
Private room in Brattleboro
4.91 out of 5 average rating, 102 reviews

The Purple Chef's House

RoiRating, 5 stars7 months ago
Beautiful house and amazing hostess! We both had a great time. Sharon is super friendly and very helpful. Can't wait to come again ❤️
Top guest favourite
Private room in Townshend
4.94 out of 5 average rating, 153 reviews

Cozy space in relaxing semi-rural area.

SonnyRating, 5 stars3 months ago
Paul was an amazing host! Very helpful in regard to getting to know the surrounding area- also very accommodating during my stay! I will definitely stay here again next time I am up at Stratton. P.S., Paul makes really good waffles, lol.

Apartment rentals with breakfast

Guest favourite
Flat in Brattleboro
4.89 out of 5 average rating, 567 reviews

Cozy, Private & Great location for exploring VT !

VincentRating, 5 stars1 week ago
Very lovely place located in a nice part of town. Mary and Lance were very welcoming and nice. We had a great stay and I strongly recommend this place for staying in Brattleboro.
Guest favourite
Flat in Dummerston
4.92 out of 5 average rating, 410 reviews

~Serene Barn Retreat~

SusanRating, 5 stars2 weeks ago
Very quiet. Brianna's beautiful light sculptures add so much to the visual beauty of the place. Echoing other reviews: the mattresses and pillows are super terrific. One challenge for us as an older couple -- the bathroom is on the first floor and the beds are upstairs. There are many well placed nightlights but it's still something to get used to if you have to get up in the night. A hummingbird came to visit!
Superhost
Flat in Town of Rockingham
4.83 out of 5 average rating, 185 reviews

Apartment on Main Street

CraigRating, 5 stars4 weeks ago
We have family in Springfield so staying at Whitney and Alex’s place is perfect for us. It’s spacious and comfortable. This was our second stay and we will definitely be returning.
Top guest favourite
Flat in Brattleboro
4.99 out of 5 average rating, 139 reviews

River View apartment

SophieRating, 5 stars1 week ago
was communicative and friendly! Cute place and comfortable bed :)
Guest favourite
Flat in Putney
5 out of 5 average rating, 102 reviews

Peaceful Forest Studio

DavisRating, 5 stars18 months ago
We had a lovely stay. Our expectations from the listing description matched our experience pretty well. Liz and family were super friendly and good hosts. Our dogs had fun playing together. We wish we'd checked on the sauna earlier because it was a quick fix to get it up and running but we didn't realize we'd need help from the hosts until it was too late. Kitchen is functional but nothing fancy so we're glad we cooked a simple meal.

Bed and breakfast rentals with breakfast

Top guest favourite
Private room in Chester
5 out of 5 average rating, 21 reviews

Farm at Williams River House - Gloucester Suite

DevonRating, 5 stars8 months ago
I absolutely loved our stay here - so much so that I’m currently looking at a calendar to see when we can come back! The beauty of the landscape, nice rooms/house and hospitality felt like a true treat!
Top guest favourite
Private room in Chester
5 out of 5 average rating, 21 reviews

Farm at Williams River House - Hawthorne Suite-ADA

MollyRating, 5 stars4 months ago
We had a wonderful stay at John and Kathy’s farmhouse! Great location for a peaceful retreat and close to several mountains for skiing. John’s breakfast was a fantastic start to each day. They were extremely knowledgeable and helpful regarding things to do in the area. We hope to be back again!
Private room in Newfane
5 out of 5 average rating, 3 reviews

Queen bed + private bath, breakfast included

SebastianRating, 5 stars21 months ago
This is an idyllic setting for a beautiful home with super friendly and caring hosts. The large house, a retreat center with facilities for large groups, sits on a lake overlooked by a gorgeous modern treehouse. Tom and Ravi are excellent hosts and I enjoyed chatting and eating with them and learning about their vision for the property, communal and artistic, with nourishing food fresh from local farms, and a mix of interesting guests. This is the kind of place where you can truly unwind in natural green, wander the extensive grounds and connect socially if that suits you. The beds are comfortable, each room with its own bathroom, and the living rooms are spacious and with walls of books and artwork. Cannot recommend this place more highly. If you’re lucky enough to find availability, don’t hesitate!
Superhost
Private room in Dover
4.97 out of 5 average rating, 38 reviews

Deluxe King, kitchenette,fireplace- Cider House 1

Rebecca ARating, 5 stars6 months ago
My boyfriend and I spent two wonderful nights in Cider House 1. We had a fabulous time. Peaceful and relaxing with beautiful fireplace.
Top guest favourite
Private room in Town of Rockingham
5 out of 5 average rating, 124 reviews

Eva Blake House-Margaret's Room

SheetalRating, 5 stars2 weeks ago
We loved our stay at Eileen's! Eileen and her husband and wonderful warm people. The home is beautiful, decorations lovely, and the aesthetic was great! The home has a lot of history which added to the stay! Eileen even cooked us a delicious breakfast, served on beautiful china. She gave us recommendations for things to do around Bellow Falls and hikes around the area which we really appreciated! Would definitely recommend staying here and we're planning to visit again ourselves!
Private room in Wilmington
5 out of 5 average rating, 3 reviews

Wilmington Room @ The Wilmington Inn- Breakfast Included & downtown Wilmington location!

MelissaRating, 5 stars1 month ago
I can’t say enough good things about this place. From the moment we arrived, everything exceeded expectations. The inn was spotless, beautifully decorated, and had every amenity we could have needed—and then some. The bed was super comfortable, the view was stunning, and every little detail was clearly thought out with care. The host was incredibly warm, responsive, and welcoming. They went above and beyond to make our stay special, offering great local recommendations and making us feel truly at home. We’ve stayed at a number of places, but this one stands out as one of the best. If you’re considering booking—do it! You won’t regret it. We’re already planning our return trip.
Private room in Winhall
4.86 out of 5 average rating, 7 reviews

Bromley View Inn Suite #15

ThomasRating, 5 stars11 months ago
Nice stay at Bromley View Inn! The views were stunning, and the cozy, pet-friendly vibe made us feel right at home. The room was comfy, and we enjoyed relaxing in the lounge. Breakfast was a treat every morning. Enjoyed Fiddlehead IPA at Haig’s Sports Bar and at the 19th hole at Stratton’s Golf Course. Highly recommend this spot for a great location and welcoming stay!
Superhost
Private room in Guilford
5 out of 5 average rating, 17 reviews

Beautiful B&B room by a river and covered bridge.

ShelleyRating, 5 stars7 months ago
If you want peace and quiet then this was the place. Lee and Bob were wonderful just and breakfast was delicious. We enjoyed a morning walk and getting to know our wonderful host.

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