Webster Holiday Rentals

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Check prices for these dates

Tonight
28 Oct - 29 Oct
Tomorrow
29 Oct - 30 Oct
This weekend
31 Oct - 2 Nov
Next weekend
7 Nov - 9 Nov

Holiday Rentals in Webster

Smart TV, fireplace, ping pong, 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)
The price is HK$2,719
HK$3,471 total
includes taxes & fees
30 Oct - 31 Oct
Family-friendly 5-Bedroom Webster Home w/ Cozy Balcony - Perfect for Families!
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, 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)
"Owner was easy to communicate with. Cute and cozy unit that meet all of our needs for our trip."
United States
Rachele T.
The price is HK$2,160
HK$2,725 total
includes taxes & fees
30 Oct - 31 Oct
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.
The price is HK$1,398
HK$3,271 total
includes taxes & fees
29 Oct - 30 Oct
Charming 1-bedroom apartment with AC, WiFi in pleasant Webster
Terrace/patio
Wrecked at Ron’s
Wrecked at Ron’s
10.0 out of 10, Exceptional, (11)
"Our stay was awesome. House was very clean and all you need is easily found. Ron was the best host. He went above and beyond in every way. Will be back for sure!"
United States
Tracy D.
Wrecked at Ron’s
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)
"We needed a place to stay while our hardwood floors were being refinished and this was perfect. We have a dog and 2 cats and there was plenty of space. The house was clean and as advertised."
United States
Deb H.
The price is HK$2,136
HK$3,965 total
includes taxes & fees
29 Oct - 30 Oct
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, (32)
"My 10 year old loved this stay! Meeting the goats and sheep was fun and it was located in a nice area. Would love to visit again!"
United States
Becky B.
The price is HK$839
HK$1,343 total
includes taxes & fees
31 Oct - 1 Nov
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
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
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.
The price is HK$769
HK$1,219 total
includes taxes & fees
29 Oct - 30 Oct
Wizard's Roost at Underhill Hollow
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
Exterior
Dove Cabin up in the Trees
Dove Cabin up in the Trees
9.8 out of 10, Exceptional, (27)
"A sweet, cozy, nostalgic little cabin in the woods. It was the perfect stop over on our road trip to Acadia. Very peaceful, and the screened in porch was wonderful to relax on before bed and during breakfast. "
United States
Maggie G.
The price is HK$1,363
HK$1,999 total
includes taxes & fees
1 Nov - 2 Nov
Dove Cabin up in the Trees
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.
The price is HK$1,445
HK$3,094 total
includes taxes & fees
3 Nov - 4 Nov
Home Away from Home!
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
Spacious Massachusetts Apartment #2
Spacious Massachusetts Apartment #2
9.0 out of 10, Wonderful, (28)
"The apartment was very clean. It’s cozy, but had enough room for my family of 4. The house it’s a classic older New England home. It’s in the downtown part of a small cute town. Overall it was a really good experience!"
United States
Kathleen S.
The price is HK$621
HK$2,334 total
includes taxes & fees
3 Nov - 4 Nov
Spacious Massachusetts Apartment #2
Interior
One Bedroom Apartment with Separate Bunk Bed Area
One Bedroom Apartment with Separate Bunk Bed Area
9.6 out of 10, Exceptional, (23)
"My family had a wonderful stay! We attended a weekend event at WPI and this was a great location to rest after a long day. Our kids especially enjoyed the large TV in the living room. It was clean and communication/ instructions were clear. Thanks! "
United States
Katie M.
One Bedroom Apartment with Separate Bunk Bed Area
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, (18)
"Very clean, everything you need, what you saw on line is what you get. We booked again for Sept"
United States
Patty a.
The price is HK$847
HK$1,518 total
includes taxes & fees
18 Nov - 19 Nov
Charming single family Cottage, pet friendly w fenced in yard,
Exterior
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
9.2 out of 10, Wonderful, (23)
"Hosted a bachelorette trip at this property and it was fantastic. The kayaks and paddle boards provided plenty to do along with a firepit to sit around at night. The house was cozy with plenty of space to sleep 5. Had a great time! "
United States
Renee J.
The price is HK$1,445
HK$2,834 total
includes taxes & fees
29 Oct - 30 Oct
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Children’s area
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
9.6 out of 10, Exceptional, (30)
"I stayed at this property for almost a month and thoroughly enjoyed it. It had everything I needed and is conveniently located to Route 9 and I-435. The host was very responsive, which I greatly appreciated. It's nice to know such a comfortable place is available in Shrewsbury."
United States
Patty S.
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
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)
"The house was beautiful. Very clean, pet friendly, very good communication with owner."
United States
JUNE
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

Publick House Historic Inn and Country Motor Lodge

Publick House Historic Inn and Country Motor Lodge

10/10 Excellent
"We had a good time "
Robert 2-night trip
Posted 13 hours ago
Publick House Historic Inn and Country Motor Lodge

Find out more about Webster

Search for holiday rentals in Webster on Expedia! You can easily find your home rentals, villas, holiday apartments in Webster using one of the methods below:

  • View our selection of featured holiday rentals in Webster
  • Use the map to find apartments and other holiday homes in the Webster neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Webster while they last

Look no further and take a look at our great range of rental properties in Webster!

Frequently asked questions

Can I find holiday rentals in Webster?

Yes, there are holiday rentals in Webster close to Mohegan Bowl, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Webster has to offer?

Webster Lake - One Home -Two Apartments: This highly rated holiday home rental in Webster is located on a lake, and has a balcony, a garden and a BBQ 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 that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals will I find in Webster?

Expedia has 5 holiday 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 wider area.

What are holiday rentals like in Webster?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Webster. Holiday rentals offer amenities such as patios, hot tubs and fire pits so you'll have a home away from home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from shared hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for a family trip or a small group gathering.