Plan your trip

A calm lake surrounded by trees and a clear sky.

Webster Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Sign in

  • Be picky

    Search almost a million properties worldwide

  • Check prices for these dates

    Check prices for these dates, December 13–14, 2026

    View in a map

    Our top choices for Webster vacation rentals

    1. The Tree House at Underhill Hollow

    A room with a sloped ceiling, wooden beams, a purple door, and a star decoration on the wall.

    2. Wizard's Roost at Underhill Hollow

    A red building with a colorful mural on the front, a covered porch, and a stone foundation.

    3. SteamPunk Bunk House and Intergalactic Way Station

    A rustic building with a brick exterior and a red roof, situated next to a pond with tall reeds and a tree with autumn-colored leaves.

    4. Rustic Farmette Studio with Hot Tub & Pool

    A bedroom with a wooden bed, large windows, and a view of greenery outside.

    5. 1 King Bed | Non-Smoking, Micfridge

    A modern interior with a dining area, kitchen, and seating space.

    6. Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor

    A two-story house with a front porch, stone steps, and a driveway.

    7. Cozy Chic Countryside Haven - Sleeps 4 , Firepit

    A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with a table and chairs.

    8. Modern 1-bedroom apartment in peaceful Sturbridge with AC

    A room with a blue wall, a mirror, a table with chairs, potted plants, and a Christmas tree.

    9. Clean & Cozy Private room - 3 floor_R 1

    A living room with a TV, a sofa, a chair, a lamp, and a window with sheer curtains.

    10. Cozy 1-bedroom cottage in serene Pomfret.

    A house with a white porch, a black door, and a window with a white frame.

    11. Dove Cabin up in the Trees

    A wooden cabin with a glass upper floor, surrounded by a forest.

    12. Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8

    A wooden bench and a small wooden bridge in a natural setting with greenery and a stream.

    13. Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!

    A lakeside cabin with a deck, a dock, and a small docked boat.

    14. Cozy 3BR Apt | Steps to Clark University

    A balcony with a table and chairs, overlooking a street with houses and parked cars.

    15. Modern Stay 3BR Worcester Apt • FREE Parking near Clark University & I-290 4/1

    A room with two black leather sofas, a glass-top coffee table, white walls, and a ceiling light.

    16. 12B-Cozy 3BR Apartment with Koi Pond in Worcester

    A kitchen with wooden cabinets, a window with a view, a vase with flowers, and framed pictures on the windowsill.

    17. Newly Renovated 4BR Worcester Home • Pet-Friendly • Near I-290 & Park 16-2

    Living area

    18. Newly Refreshed 3bd Spacious Unit Minutes from 290

    A neatly made bed with rolled towels, a bedside table with a lamp, and a large mirror on the wall.

    19. Secluded 2-Acre Lakefront Home! Book Your Getaway!

    A dining area with a high ceiling, skylights, and a view of the outdoors.

    20. 3-bedroom apartment in Worcester, MA, next to Shrewsbury St.UMASS,DCU

    A residential driveway with a parked SUV, a wooden porch, and a stone wall.

    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.

    View all properties

    Find vacation rentals that suit your style

    Cabins

    Apartments

    Cottages

    Condos

    Top Webster Hotel Reviews

    Holiday Inn Express Hotel & Suites Auburn by IHG

    A hotel with a parking lot, a covered entrance, and a brick facade.

    Holiday Inn Express & Suites Sturbridge by IHG

    A hotel entrance with a covered walkway, columns, and a brick facade.

    Hampton Inn Auburn

    A hotel entrance with a covered walkway, a parking area, and a well-lit building facade.

    Publick House Historic Inn and Country Motor Lodge

    A white colonial-style house with a symmetrical facade, a central entrance, and a well-maintained garden with colorful flowers.

    La Quinta Inn by Wyndham Auburn Worcester

    Room

    Scottish Inn Sturbridge

    A large building with multiple windows and a well-maintained garden with various plants and flowers.

    Comfort Inn & Suites Dayville - Killingly Industrial Park

    A Comfort Inn & Suites hotel with a well-maintained garden and a clear view of the building's entrance.

    Spark By Hilton Northborough

    A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

    Hampton Inn & Suites Worcester

    A modern living room with a sofa, armchairs, a coffee table, and a bookshelf.

    Homewood Suites By Hilton Worcester

    A modern lounge area with a stone wall, a fireplace, and a seating arrangement including sofas and a coffee table.

    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, cottages, cabins, villas... 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 months, such as . For more hustle and bustle, you may prefer to visit in .

    Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Webster vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in. The selection of Webster vacation rentals we have selected for you start as low as CA $319 per night. Entering your travel dates in the search wizard 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.

    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?

    3-bedroom house on Webster Lake with amazing views, beach and boat launch access: This Webster vacation home rental is located on the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games. Another good choice for your trip to Webster is Webster Lake - One Home -Two Apartments.

    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?

    Cultural attractions include Indian Ranch, whereas Mohegan Bowl is just one of the family-friendly sights. Lake Chaubunagungamaug and Dudley Hill Golf Club at Nichols College 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.