Leicester Vacation Rentals

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Vacation Rentals in Leicester

Luxurious Secluded Cottage Massage Studio on Site
Fridge, microwave, oven, stovetop
Luxurious Secluded Cottage Massage Studio on Site
10.0 out of 10, Exceptional, (35)
"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 $165
$242 total
includes taxes & fees
Jun 17 - Jun 18
Luxurious Secluded Cottage Massage Studio on Site
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
Interior
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
10.0 out of 10, Exceptional, (450)
"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
Ultimate relaxing vacation
9.8 out of 10, Exceptional, (154)
"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
Exterior
Cozy Loft for two with Hot Tub
10.0 out of 10, Exceptional, (195)
"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.
Property grounds
Cozy Cottage on Beautiful Lake Champlain.
9.6 out of 10, Exceptional, (160)
"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
Living area | Fireplace, books
Stetson Hollow Cabin by Stetson Brook
9.8 out of 10, Exceptional, (123)
"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 $240
$459 total
includes taxes & fees
Jun 16 - Jun 17
Stetson Hollow Cabin by Stetson Brook
Beautiful brand new 1-bedroom apt with gorgeous views
Exterior
Beautiful brand new 1-bedroom apt with gorgeous views
10.0 out of 10, Exceptional, (20)
"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
Pool
Lakeside Cozy Quiet Heaven
9.8 out of 10, Exceptional, (117)
"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.
Smart TV, fireplace
Private lake-front cabin with walk-in access to water, next to state park.
9.8 out of 10, Exceptional, (42)
"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
Interior
Moose lodge near Lake George
9.6 out of 10, Exceptional, (45)
"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
Property grounds
Lake side retreat
8.8 out of 10, Excellent, (5)
"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 $325
$508 total
includes taxes & fees
Jul 9 - Jul 10
Lake side retreat
Beautiful 4-Bedroom Home beside Middlebury College
Property grounds
Beautiful 4-Bedroom Home beside Middlebury College
9.6 out of 10, Exceptional, (29)
"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
Cabin 1 (Pet Free) - Peak Perspective | Pillowtop beds, individually decorated, individually furnished
Robert Frost Mountain Cabins
3.5 star property
10.0 out of 10, Exceptional, (38)
"Owners are super helpful and cinnamon rolls were yummy. Off the beaten path and lovely"
The price is $244
$266 total
includes taxes & fees
Jun 16 - Jun 17
Robert Frost Mountain Cabins
Direct lakefront cottage with wood burning fireplace in great room. Pet friendly
Property grounds
Direct lakefront cottage with wood burning fireplace in great room. Pet friendly
9.6 out of 10, Exceptional, (4)
"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
Classic Vermont Cabin on 2.5 acres Lake Frontage
9.8 out of 10, Exceptional, (92)
"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
Interior
Post & Beam Home Ideal for families or Groups
9.8 out of 10, Exceptional, (115)
"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
Fridge, microwave, oven, stovetop
PicoVillageResort D209 - Amazing 1-bedroom ski in ski out great views
8.4 out of 10, Very Good, (7)
"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
Property grounds
Dog-Friendly Cottage with Deck & Beautiful Views - Close to Golf, Skiing & Trail
9.2 out of 10, Wonderful, (58)
"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
Exterior
Doc's Lake house 1st floor, 2 bedroom apartment
10.0 out of 10, Exceptional, (55)
"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
Property grounds
Orwell Cabin on Sunrise Lake w/ Private Dock & BBQ
7.6 out of 10, Good, (15)
"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
Don't see what you're looking for?
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.

Leicester Vacation Rental Travel Info

Popular accommodation
Leicester cottages
Known landmarks
Brandon Museum, Neshobe River Winery and Otter Valley Winery
International airport
Rutland, VT (RUT-Rutland Southern Vermont Regional)

Other types of properties in Leicester you may be interested in

Luxurious Secluded Cottage Massage Studio on Site
Fridge, microwave, oven, stovetop
Luxurious Secluded Cottage Massage Studio on Site
10.0 out of 10, Exceptional, (35)
"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 $165
$242 total
includes taxes & fees
Jun 17 - Jun 18
Luxurious Secluded Cottage Massage Studio on Site
Comfort Inn Trolley Square
Indoor pool
Comfort Inn Trolley Square
2.5 star property
8.0 out of 10, Very Good, (1002)
"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 $132
$145 total
includes taxes & fees
Jun 16 - Jun 17
Comfort Inn Trolley Square
Middlebury Inn
Exterior
Middlebury Inn
3.0 star property
8.8 out of 10, Excellent, (1001)
"Lovely historic inn"
The price is $159
$175 total
includes taxes & fees
Jul 1 - Jul 2
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.

Everything you need to know about Leicester vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Leicester vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Leicester vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Leicester vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Leicester. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Leicester in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $165 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Leicester rentals

At Expedia, we put the best Leicester vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Leicester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Leicester vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Leicester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Leicester?

Yes, we give you a choice of vacation rentals close to popular local attractions in Leicester, or you can select a more secluded option if you want a relaxing place to stay.

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

Dog-friendly lake escape with sunroom, high-speed WiFi, water views & central AC: You might want to consider this vacation rental near Leicester, which is located on a lake and has a fireplace, a patio, and a barbecue grill 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 larger area, you’ll find Branbury State Park and Otter Creek.

What are vacation rentals like in Leicester?

Vacation rentals are privately owned properties you can stay in for a couple days or more in Leicester. Vacation rentals provide amenities like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for families.

Recent reviews of Leicester properties
Expedia verified reviews

Lakeside Cozy Quiet Heaven

Lakeside Cozy Quiet Heaven

5/5 Excellent
Lovely little cabin
"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!"
A verified traveler stayed at Lakeside Cozy Quiet Heaven
Posted 3 days ago
Lakeside Cozy Quiet Heaven