Vacation rentals in Dudley

Find and book unique accommodations on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Dudley vacation rentals

Other great vacation rentals in Dudley

Superhost
A well-designed outdoor seating area features four dark wooden chairs arranged around a metallic fire pit, set on a gravel surface. A landscaped area with natural stones and shrubs provides a serene backdrop, while a screened porch is visible in the background.
Home in Sturbridge
4.86 out of 5 average rating, 56 reviews

Chic & Modern Studio Lakefront House with Loft

AsiaRating, 5 stars1 month ago
Diane’s place was exactly what I needed for a Mother’s Day getaway. Peaceful, serene and beautiful. 10/10
Guest favorite
A Highland cow with long, wavy reddish-brown fur is shown closely, highlighting its distinctive face and large, curved horns. The background features blurred wooden logs, contributing to a rustic farm atmosphere.
Apartment in Woodstock
5 out of 5 average rating, 7 reviews

Quiet Corner Studio

MarkRating, 5 stars1 week ago
My wife and I had a great stay at Karin's place for a long weekend in early June. The temperatures outside had gotten warm, but they had the apartment cooled off and comfortable for us. The entire place was clean, the bed was comfortable, and the kitchen was stocked and perfect for our uses. The apartment is easy to access (up a fight of stairs), and located on their property in a lovely area of Connecticut with many adventures in easy driving distance. Karin did a great job communicating with us from the time we reserved the space until after we left. She was proactive, answered any questions we had, and was available during our stay if we needed anything. Though we spent most of our weekend out and about in the area, we were very pleased with our stay in their Quiet Corner Studio apartment. We would happily stay there again.
Guest favorite
A charming two-story house is framed by lush green trees and manicured lawns. The front porch offers an inviting entrance, while large windows allow for natural light. The surroundings are peaceful, enhancing the serene country setting.
Apartment in Ashford
4.96 out of 5 average rating, 176 reviews

On The Run Farm

EurídiceRating, 5 stars3 weeks ago
Perfect for a get away. Everything looks beter than the pictures. Clean and very comfortable. Laurie is an excellent host, very creative to make us feel comfortable. Next time I need a place to stay in Connecticut, I hoop this one is available.
Guest favorite
A vibrant display of sunflowers stands in front of a renovated dairy barn. The tall, colorful blooms contrast with the red metal roof and white exterior walls, with two windows visible on the barn providing a glimpse into the peaceful surroundings.
Apartment in Dudley
4.95 out of 5 average rating, 21 reviews

Artsy Barn in the Country

HaleyRating, 5 stars9 months ago
I stayed with friends for the September Brimfield Antiques Faire and had an incredible time. If you’re coming for the show, this place is a great option—the drive to Brimfield is about 30 minutes, but very easy and straightforward, and the Threadbare clothing and textiles show is only a few minutes’ drive down the main road. Monica was a great host and responded to our messages very quickly, bringing us things we requested and giving helpful instructions as needed. She keeps the place stocked with books, cassettes, games, etc. You can tell she put thought and care into making a great space for entertaining. The barn was bigger and nicer than expected based on the great price, and though the “bedrooms” were all connected, we each felt we had our own space and were able to decompress and sleep easily. The kitchen was stocked with most of what we needed to make our meals at home, and we had more than enough towels and bedding for all of us. I would definitely stay here again!
Superhost
Home in Webster
4.9 out of 5 average rating, 31 reviews

Webster Lake - One Home / Two Apartments

JasmineRating, 5 stars3 months ago
We had a grate time at Denys lots of room for us all we. Had a large group we love. All the wood work on the main floor just lovely thank for allowing us to have extended stay that was soooooo convenient for us. Not many Airbnb offers it.😌 again thanks and much blessings 🙏
Top guest favorite
Vibrant purple iris flowers stand prominently in a landscaped garden, leading towards a charming white house framed by lush greenery. The structure features a covered porch and multiple chimneys, surrounded by trees that enhance the serene rural setting.
Barn in Hampton
5 out of 5 average rating, 31 reviews

Little Rest Studio

CharlieRating, 5 stars6 days ago
My wife and I had a lovely time staying for the weekend. Walking through the working barn up to the beautiful loft area was a really fun experience. We loved the view from the back deck and the bathroom was really amazing. They have done an amazing job with this place and I highly recommend it to anyone staying in the area!
Top guest favorite
An inviting dining area is present, featuring a small round table surrounded by four chairs. Tall plants are arranged on a shelf and in pots, adding greenery to the space. Natural light streams through large windows, enhancing the warm tones of the wooden flooring.
Guesthouse in Holland
5 out of 5 average rating, 40 reviews

One BD In-law with Private Ent.

GinaRating, 5 stars2 days ago
Ryanne's guesthouse is beautifully decorated with quality furnishings and bedding, very comfortable and quiet for a relaxing getaway. There is plenty to do in the area and Ryanne made some excellent recommendations for dining. Ryanne is a friendly communicator and very quick to answer all of our messages, in advance of and during our stay. Check in was easy and all amenities we could have needed were available. I would highly recommend booking this cozy spot!
Top guest favorite
A historic two-story building is illuminated with colorful lights, showcasing decorations along the porch and windows. The pathway is paved and leads to the entrance, which is surrounded by lush greenery. The evening sky provides a serene backdrop.
Guesthouse in Killingly
4.97 out of 5 average rating, 150 reviews

The Carriage House at Chaprae Hall

KristinRating, 5 stars2 weeks ago
We enjoyed our stay at the Carriage house at Chaprae Hall. It was clean, quiet, comfortable and well furnished. Jonathan was very communicative and responsive. The house is spacious and bright. We will definitely choose to stay here again when we are back in the area.

Destinations to explore

  1. Airbnb
  2. United States
  3. Massachusetts
  4. Worcester County
  5. Dudley