Webster Vacation Rentals

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Vacation Rentals in Webster

Fridge, microwave, oven, stovetop
Webster Lake - One Home -Two Apartments
Webster Lake - One Home -Two Apartments
10.0 out of 10, Exceptional, (16)
"Loved our stay here! The place was so cute and had everything we needed for a fun weekend. The game room was so cool and made for some fun evenings. Alison and Denys were so quick with responses for any questions we had. Definitely would recommend staying here. "
United States
Angela K.
Webster Lake - One Home -Two Apartments
Smart TV, fireplace, table tennis, books
Family-friendly 5-Bedroom Webster Home w/ Cozy Balcony - Perfect for Families!
Family-friendly 5-Bedroom Webster Home w/ Cozy Balcony - Perfect for Families!
10.0 out of 10, Exceptional, (2)
$398 nightly
The price is $445
Nov 3 - Nov 4
Total with taxes and fees
Family-friendly 5-Bedroom Webster Home w/ Cozy Balcony - Perfect for Families!
Smart TV, fireplace, books, computer monitors
Family-friendly 2- Bedroom Webster Home w/Cozy Balcony
Family-friendly 2- Bedroom Webster Home w/Cozy Balcony
9.6 out of 10, Exceptional, (5)
"We had a great time. The house was beautiful. Well kept and ready for us. The hosts were amazing. Any concerns or questions were answered quickly. Thank you."
United States
Ron
$341 nightly
The price is $381
Nov 3 - Nov 4
Total with taxes and fees
Family-friendly 2- Bedroom Webster Home w/Cozy Balcony
Interior
Charming 1-bedroom apartment with AC, WiFi in pleasant Webster
Charming 1-bedroom apartment with AC, WiFi in pleasant Webster
2.0 star property
10.0 out of 10, Exceptional, (1)
"Perfect quiet place to work and rest"
United States
michael C.
$375 nightly
The price is $419
Nov 3 - Nov 4
Total with taxes and fees
Charming 1-bedroom apartment with AC, WiFi in pleasant Webster
Fridge, microwave, oven, stovetop
Spacious 4-bedroom with four and half bathrooms
Spacious 4-bedroom with four and half bathrooms
10.0 out of 10, Exceptional, (4)
"Excellent place to stay, plenty of room and spotless clean"
United States
Ellen y.
$449 nightly
The price is $514
Nov 3 - Nov 4
Total with taxes and fees
Spacious 4-bedroom with four and half bathrooms
Exterior
The Tree House at Underhill Hollow
The Tree House at Underhill Hollow
9.4 out of 10, Exceptional, (33)
"Loved the treasure hunt and fairy gardens. "
United States
Gina P.
$153 nightly
The price is $173
Nov 3 - Nov 4
Total with taxes and fees
The Tree House at Underhill Hollow
Lake
Beautiful Lakefront Home with Private Beach
Beautiful Lakefront Home with Private Beach
9.4 out of 10, Exceptional, (178)
"Great location for the family. Grandson enjoyed fishing and family swimming, cookouts and fire pit. "
United States
PeterJanet S.
Beautiful Lakefront Home with Private Beach
Exterior
Wizard's Roost at Underhill Hollow
Wizard's Roost at Underhill Hollow
9.6 out of 10, Exceptional, (19)
"Full of whimsy, loved all of the details of the construction and decor. Great place to stay"
United States
Meghann H.
$139 nightly
The price is $157
Nov 3 - Nov 4
Total with taxes and fees
Wizard's Roost at Underhill Hollow
Dining
Amazing lake house with everything you need!
Amazing lake house with everything you need!
9.8 out of 10, Exceptional, (21)
"Great time, lovely location, easy to access and beautiful lake!"
United States
Sam L.
Amazing lake house with everything you need!
Exterior
Dove Cabin up in the Trees
Dove Cabin up in the Trees
9.8 out of 10, Exceptional, (27)
"Great little getaway - Owners are very friendly and accommodating "
United States
Sharon S.
$244 nightly
The price is $257
Nov 9 - Nov 10
Total with taxes and fees
Dove Cabin up in the Trees
Interior
Bungalow 19 by the lake in Brimfield
Bungalow 19 by the lake in Brimfield
2.0 star property
Bungalow 19 by the lake in Brimfield
Exterior
Secluded 2-Acre Lakefront Home! Book Your Getaway!
Secluded 2-Acre Lakefront Home! Book Your Getaway!
9.8 out of 10, Exceptional, (74)
"We booked this for our friends to stay here while attending our wedding. The place was gorgeous, immaculate, and gave them plenty to do (including kayaking!) while we got ready for the wedding and took photos!"
United States
Maggie Ata W.
$436 nightly
The price is $494
Nov 3 - Nov 4
Total with taxes and fees
Secluded 2-Acre Lakefront Home! Book Your Getaway!
Fridge, microwave, oven, stovetop
Cozy 2-bedroom stay in enchanting Smithfield with AC, WiFi
Cozy 2-bedroom stay in enchanting Smithfield with AC, WiFi
9.2 out of 10, Wonderful, (9)
"I had a wonderful nights rest during my stay , far enough away, but close enough to everything. Clean, organized, felt safe."
United States
Sal L.
Cozy 2-bedroom stay in enchanting Smithfield with AC, WiFi
Fridge, microwave, oven, stovetop
Stunning Lakefront Escape! Book Your Dream Getaway!
Stunning Lakefront Escape! Book Your Dream Getaway!
10.0 out of 10, Exceptional, (20)
"We absolutely loved our stay it was everything I wanted and more. We plan on staying again."
United States
Melissa c.
$421 nightly
The price is $476
Nov 3 - Nov 4
Total with taxes and fees
Stunning Lakefront Escape! Book Your Dream Getaway!
Smart TV, fireplace
Home Away from Home!
Home Away from Home!
9.4 out of 10, Exceptional, (13)
"The property was nice and accommodating for my family! "
United States
Ykeca M.
$348 nightly
The price is $398
Nov 3 - Nov 4
Total with taxes and fees
Home Away from Home!
Fridge, microwave, oven, stovetop
Charming single family Cottage, pet friendly w fenced in yard,
Charming single family Cottage, pet friendly w fenced in yard,
2.0 star property
10.0 out of 10, Exceptional, (19)
"Very clean, everything you need, what you saw on line is what you get. We booked again for Sept"
United States
Patty a.
$181 nightly
The price is $195
Nov 18 - Nov 19
Total with taxes and fees
Charming single family Cottage, pet friendly w fenced in yard,
Exterior
Relaxing, Holiday Retreat, Pool, fireplace
Relaxing, Holiday Retreat, Pool, fireplace
10.0 out of 10, Exceptional, (32)
"We stayed at Abigail’s nest a couple weekends ago for a lowkey bachelorette weekend by the pool and Kim and her house were more amazing that we could’ve imagined. The house was absolutely gorgeous and clean and the yard and pool were as well. We relaxed by the pool and had an absolute blast celebrating our bride! We are so grateful to have found this gem! Kim was great and communicative the entire time and we are all grateful for a fantastic weekend. Thanks again Kim!"
United States
Casey G.
Relaxing, Holiday Retreat, Pool, fireplace
Fridge, microwave, oven, stovetop
Impressive Unique Waterfront Pool Resort Country Estate
Impressive Unique Waterfront Pool Resort Country Estate
9.8 out of 10, Exceptional, (56)
"It was wonderful house and property hopefully we will definitely come again. "
United States
Sonam T.
Impressive Unique Waterfront Pool Resort Country Estate
Property grounds
Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore
Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore
10.0 out of 10, Exceptional, (199)
"Water front was a perfectly serene escape. House was cute and had everything we needed for a quiet getaway. Would absolutely stay here again. "
United States
Rich L.
Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore
Exterior
Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!
Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!
10.0 out of 10, Exceptional, (14)
"Loved the lake house! Would stay again."
United States
Kimberly M.
Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!
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.
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Top Webster Hotel Reviews

Wellsworth Hotel

Wellsworth Hotel

10/10 Excellent
"Wish the microwave was in the room and the pool area was open later. But otherwise great place friendly staff. Good food Love the darts and pool table area!"
Katherine 4-night trip
Posted 3 days ago
Wellsworth Hotel

Find out more about Webster

Everything you need to know about Webster 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 Webster 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 Webster vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Webster vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Webster. 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 Webster 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 $157 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 Webster rentals

At Expedia, we put the best Webster 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 Webster 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 Webster 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 Webster. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Webster?

Yes, we have vacation rentals in Webster near Mohegan Bowl, or you can go with a more secluded option if you'd like a relaxing place to stay. Webster is known for its lake views and seafood restaurants. Make sure you have time to check out the entertainment choices while you're in the area.

What are some of the best vacation rentals in Webster?

Webster Lake - One Home -Two Apartments: Visitors give good reviews to this Webster vacation home rental, which is located on a lake and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals will I find in Webster?

Expedia has 5 vacation rentals for your stay in Webster.

What can I see and do in Webster?

Lake Webster and Lake Chaubunagungamaug are a couple of scenic spots to enjoy the outdoors, whereas Indian Ranch is one of the cultural attractions. Mohegan Bowl and Buffumville Lake are a couple of places you'll find in the larger area.

What are vacation rentals like in Webster?

Vacation rentals are private properties you can book for a few days or a quick weekend in Webster. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for a family trip.