Leicester Holiday Rentals

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Holiday Rentals in Leicester

Luxurious Secluded Cottage Massage Studio on Site
10.0 out of 10, Exceptional, 35 reviews
"David's place exceeded my expectations! Very smart design and layout. Quality craftmanship and attention to detail. Super clean. I wish my daughter and i could have stayed longer! Close enough to Middlebury College for this to be a great option for 2 people. David was very nice to stop by to introduce himself and see if we needed anything. We didn't see him again, but knew he was only a phone call away. Perfect."
The price is NZ$393
per night
17 Jun - 18 Jun
Luxurious Secluded Cottage Massage Studio on Site
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
10.0 out of 10, Exceptional, 450 reviews
"Wonderful property! This was our second stay in Vermont and both time in one of Jeff’s cabins and they are amazing. He has everything thought of and has everything you need for a great stay!"
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
Ultimate relaxing vacation
9.8 out of 10, Exceptional, 154 reviews
"Great for kids. My kids loved the big bedroom with the bunk beds and loft bed. Grill wasn’t the best but I luckily brought my own. The tap water wasn’t drinkable. Those are small gripes for the price though. Overall a great stay."
Ultimate relaxing vacation
Cozy Loft for two with Hot Tub
10.0 out of 10, Exceptional, 195 reviews
"A perfect environment with a quaint and cozy loft. 3 night 4 day stay that we wish we had a few more days, that’s how much we enjoyed ourselves. Thank you Jeff! Looking forward to renting again. Bonnie and Mike"
Cozy Loft for two with Hot Tub
Cozy Cottage on Beautiful Lake Champlain.
9.6 out of 10, Exceptional, 160 reviews
"Great stay at a special place. Clean, easily accessible, well provisioned, and perfect for a solo or duo. Communication with owner was excellent. I look forward to my next stay."
Cozy Cottage on Beautiful Lake Champlain.
Stetson Hollow Cabin by Stetson Brook
9.8 out of 10, Exceptional, 123 reviews
"My wife, dog, and I had a wonderful stay at Jill and John’s cabin. The cabin was clean and comfortable. The hosts were very responsive to our needs. We wouldn’t hesitate to return! Thank you Jill and John!"
The price is NZ$747
per night
16 Jun - 17 Jun
Stetson Hollow Cabin by Stetson Brook
Beautiful brand new 1-bedroom apt with gorgeous views
10.0 out of 10, Exceptional, 20 reviews
"Apartment was very cute and comfortable. Super convenient to Middlebury. Very friendly host. Will definitely stay here again next time I am in town. Thanks!"
Beautiful brand new 1-bedroom apt with gorgeous views
Lakeside Cozy Quiet Heaven
9.8 out of 10, Exceptional, 117 reviews
"We had a nice 3-day stay at this little cabin. It's very charming and the views of the lake were very special. It is tiny - and as the listing explains, this is a cabin meant for just a couple of people who don't mind being cozy. Laurel is a great host and had a lot of great resources and references for us. Thank you Laurel!"
Lakeside Cozy Quiet Heaven
Private lake-front cabin with walk-in access to water, next to state park.
9.8 out of 10, Exceptional, 42 reviews
"Dan is a great host, very accommodating. The cottage was very clean. It was perfect for our fishing trip. Plenty of room on the dock for 2 bass boats, power within 100 feet of dock. Between the 4 of us we landed over 120 fish during our 3 night stay. All catch and release. We would definitely stay here again!"
Private lake-front cabin with walk-in access to water, next to state park.
Moose lodge near Lake George
9.6 out of 10, Exceptional, 45 reviews
"We needed a place to stay close to our family and the house was in the perfect location. We loved the cleanliness, moose/lake decor and certainly the view of the lake. Nick was very easy to work with and the house had everything we needed!"
Moose lodge near Lake George
Lake side retreat
8.8 out of 10, Excellent, 5 reviews
"Pictures online undersell this little cottage. The layout is family friendly and also completely suitable for a couple or even individual stay. The owner was very responsive and the property showed pride in ownership. Plenty of towels and bedding were provided. The kitchen was well stocked with utensils and such. Checkout was easy and uncomplicated, as was check-in. We were happy to be greeted with an already warm cottage when we arrived in unseasonably chilly temps. The deck overlooking the...
The price is NZ$827
per night
9 Jul - 10 Jul
Lake side retreat
Beautiful 4-Bedroom Home beside Middlebury College
9.6 out of 10, Exceptional, 29 reviews
"We were adult family members in town to visit our mother. Really comfortable house with a lot of space. Centrally located. Would highly recommend."
Beautiful 4-Bedroom Home beside Middlebury College
Robert Frost Mountain Cabins
3.5 star property
10.0 out of 10, Exceptional, 38 reviews
"Owners are super helpful and cinnamon rolls were yummy. Off the beaten path and lovely"
The price is NZ$433
per night
16 Jun - 17 Jun
Robert Frost Mountain Cabins
Direct lakefront cottage with wood burning fireplace in great room. Pet friendly
9.6 out of 10, Exceptional, 4 reviews
"Cabin was clean and cozy and in a quiet location. Make sure you build the fire as far back in the fireplace as possible or you will be smoked out.The kitchen needs a frying pan or two. Overall we were very comfortable."
Direct lakefront cottage with wood burning fireplace in great room. Pet friendly
Classic Vermont Cabin on 2.5 acres Lake Frontage
9.8 out of 10, Exceptional, 92 reviews
"We can not say enough wonderful things about our stay. Brian was there to meet us and do a walk though of the property and even helped us out with local places to go. He is a gem! Although it rained it was absolutely perfect. The yard gave our pups a place to run free but there was also cute areas to walk them all around the area. The views of the water are incredible. Just sad it was too cold to jump in... maybe next time. October was the perfect time to see all the leaves changing and breathe...
Classic Vermont Cabin on 2.5 acres Lake Frontage
Post & Beam Home Ideal for families or Groups
9.8 out of 10, Exceptional, 115 reviews
"What a great house! We had a large group staying while we participated in an event at Pico. It was perfect for us. Close to the mountain, lots of room, inside and out. John was a wonderful host, very attentive and responsive. Thank you for a memorable weekend!"
Post & Beam Home Ideal for families or Groups
PicoVillageResort D209 - Amazing 1-bedroom ski in ski out great views
8.4 out of 10, Very good, 7 reviews
"Great location and the host was right on the money anytime I had a problem with question I was able to email them and they got right back to me. That’s the way to do it."
PicoVillageResort D209 - Amazing 1-bedroom ski in ski out great views
Dog-Friendly Cottage with Deck & Beautiful Views - Close to Golf, Skiing & Trail
9.2 out of 10, Wonderful, 58 reviews
"Bob’s bungalow was a perfect homebase for our ski trip. It had all the necessities we needed for cooking sleeping, and just plain hanging out after a long day of skiing."
Dog-Friendly Cottage with Deck & Beautiful Views - Close to Golf, Skiing & Trail
Doc's Lake house 1st floor, 2 bedroom apartment
10.0 out of 10, Exceptional, 55 reviews
"We really enjoyed staying at this cozy, well-equipped lake house. Everything was available to make the stay an enjoyable one. The driveway entrance and property were cleared for our arrival following a significant snowstorm. Communicating with the owner was a pleasure, with every a phone call or text message answered. Who would’ve thought seeing the solar eclipse of 2024 would be so easy and exciting! It was the owner and accommodations that made it all possible for planning the trip. We truly...
Doc's Lake house 1st floor, 2 bedroom apartment
Orwell Cabin on Sunrise Lake w/ Private Dock & BBQ
7.6 out of 10, Good, 15 reviews
"Our family enjoyed our stay at this beautiful cabin on private Sunrise lake. We enjoyed floating on rafts, kayaking, dinners on the deck, and sitting around the fire pit at night. Three bedrooms with queen beds, and one bunk room accommodated our large family well. The host was very responsive when we had questions even on the Fourth of July!"
Orwell Cabin on Sunrise Lake w/ Private Dock & BBQ
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See all available properties in Leicester
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Leicester you may be interested in

Luxurious Secluded Cottage Massage Studio on Site
10.0 out of 10, Exceptional, 35 reviews
"David's place exceeded my expectations! Very smart design and layout. Quality craftmanship and attention to detail. Super clean. I wish my daughter and i could have stayed longer! Close enough to Middlebury College for this to be a great option for 2 people. David was very nice to stop by to introduce himself and see if we needed anything. We didn't see him again, but knew he was only a phone call away. Perfect."
The price is NZ$393
per night
17 Jun - 18 Jun
Luxurious Secluded Cottage Massage Studio on Site
Comfort Inn Trolley Square
2.5 star property
8.0 out of 10, Very good, 1,002 reviews
"Property is a bit older and slightly run down but clean and friendly staff. A little uncomfortable with the surroundings and some folks hanging around but ended up being just fine. "
The price is NZ$236
per night
20 Jun - 21 Jun
Comfort Inn Trolley Square
Middlebury Inn
3.0 star property
8.8 out of 10, Excellent, 1,001 reviews
"Lovely historic inn"
The price is NZ$285
per night
1 Jul - 2 Jul
Middlebury Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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 Leicester 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 Leicester. 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 Leicester. Seeing all the best attractions is bound to make you fall in love with Leicester. 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 Leicester short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Leicester?

Yes, there are holiday rentals close to the most popular sights in Leicester, or you can select a more secluded option if you're looking for a relaxing stay.

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

Dog-friendly lake escape with sunroom, high-speed WiFi, water views & central AC: This holiday home rental outside of Leicester is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Kick off your shoes and enjoy yourself with a garden and a pool table.

What can I see and do in Leicester?

Explore the area and family-friendly sights such as Bulwagga Books & Gallery, or get out into nature at a spot like Lake Dunmore. In the wider area, you’ll find Branbury State Park and Otter Creek.

What are holiday rentals like in Leicester?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Leicester. Holiday rentals provide amenities like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can provide a sense of security away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for family trips or small group gatherings.

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