Webster Vacation Rentals from SAR 840: Search Short-Term Rentals

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Our top choices for Webster vacation rentals

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

1. The Tree House at Underhill Hollow

Thompson

Zachary P.

SAR 697 total

includes taxes & fees

12 Nov - 13 Nov

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

2. Wizard's Roost at Underhill Hollow

North Grosvenordale

Elizabeth G.

SAR 675 total

includes taxes & fees

12 Nov - 13 Nov

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.

3. SteamPunk Bunk House and Intergalactic Way Station

Thompson

Pauline S.

SAR 679 total

includes taxes & fees

16 Nov - 17 Nov

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

4. Rustic Farmette Studio with Hot Tub & Pool

Thompson

Lynn J.

SAR 1,381 total

includes taxes & fees

12 Nov - 13 Nov

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

5. 1 King Bed | Non-Smoking, Micfridge

Putnam

Anonymous traveler

SAR 378 total

includes taxes & fees

12 Nov - 13 Nov

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

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

Putnam

Dan M.

SAR 665 total

includes taxes & fees

12 Nov - 13 Nov

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

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

Sturbridge

Lynn M. T.

SAR 467 total

includes taxes & fees

12 Nov - 13 Nov

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

8. Cozy Chic Countryside Haven - Sleeps 4 , Firepit

Sturbridge

Trish N.

SAR 1,195 total

includes taxes & fees

3 Dec - 4 Dec

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

9. Cozy 1-bedroom cottage in serene Pomfret.

Pomfret

Aaron H.

SAR 992 total

includes taxes & fees

12 Nov - 13 Nov

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

10. Clean & Cozy Private-3 floor_R 2

Union HIll

Ekaterina

SAR 396 total

includes taxes & fees

15 Nov - 16 Nov

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

Worcester

Sierra M.

SAR 1,184 total

includes taxes & fees

12 Nov - 13 Nov

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

12. Dove Cabin up in the Trees

Holland

Zachary C.

SAR 922 total

includes taxes & fees

12 Nov - 13 Nov

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

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

Sturbridge

Anonymous traveler

SAR 1,790 total

includes taxes & fees

16 Nov - 17 Nov

A living room with a gray sofa, a coffee table, and a rug. There are two windows with blinds, a door, and a wall-mounted plant.

14. Large 3BD 1st Floor Apartment Minutes from 290

Franklin Plantation

Taisha M.

SAR 902 total

includes taxes & fees

12 Nov - 13 Nov

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

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

Woodstock

Emma S.

SAR 2,226 total

includes taxes & fees

12 Nov - 13 Nov

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

16. Newly Refreshed 3bd Spacious Unit Minutes from 290

Franklin Plantation

Anonymous traveler

SAR 902 total

includes taxes & fees

12 Nov - 13 Nov

A spacious deck with wicker furniture, large windows offering a view of a lake and trees, and a wooden ceiling.

17. Lake House in Sturbridge w/All the Views!

Sturbridge

Mike T.

SAR 3,041 total

includes taxes & fees

16 Nov - 17 Nov

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

18. 12B-Cozy 3BR Apartment with Koi Pond in Worcester

Millbury

Roberto A G.

SAR 1,305 total

includes taxes & fees

12 Nov - 13 Nov

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

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

Main South

"Rented the property to attend a series of events at Clark University. Literally walking distance to the school so it was quite convenient. Apartment was clean, beds were comfortable. Being able to park three cars in the driveway was a huge plus as street parking near the apartment was extremely challenging. Being a Clark alum, was quite familiar with the neighborhood so I knew what to expect. Felt completely safe in the apartment as every door to the hallways had sufficient locks. We did blow a...

Elyse D.

SAR 1,241 total

includes taxes & fees

15 Nov - 16 Nov

A cozy attic bedroom with a skylight, a piano, a mirror, and a bedside table with a lamp.

20. Clifford Luxury Retreat 3BR Self Check In Home

Northbridge

Martin G.

SAR 1,591 total

includes taxes & fees

12 Nov - 13 Nov

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Find vacation rentals that suit your style

Top Webster Hotel Reviews

An outdoor patio area with seating, tables, and decorative lights.

Wellsworth Hotel

Southbridge

10/10 Excellent

Brian

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

Holiday Inn Express Hotel & Suites Auburn by IHG

Auburn

10/10 Excellent

bernard

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

Holiday Inn Express & Suites Sturbridge by IHG

Sturbridge

10/10 Excellent

Tracy

A Fairfield Inn & Suites by Marriott hotel with a covered entrance and landscaped surroundings.

Fairfield Inn & Suites by Marriott Worcester Auburn

Auburn

10/10 Excellent

Anonymous traveler

A hotel with a covered patio, a stone fountain, and a brick pathway.

Comfort Inn & Suites Sturbridge - Brimfield

Sturbridge

10/10 Excellent

Jim

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

Hampton Inn Auburn

Auburn

10/10 Excellent

A bunch of stuff in the surrounding area to eat and locations not to far away from many different places to do stuff. Everything was clean, staff was always nice. Free breakfast was simple but nice and had little something for everyone. The pools been down for a long time but for me personally not really a deal breaker. Simple clean room with a place to sleep while going out on daily adventures with the wife. Ive stayed in some really gross places traveling doing sports and other events so...

Adam

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

Publick House Historic Inn and Country Motor Lodge

Sturbridge

10/10 Excellent

Suzanne

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

Scottish Inn Sturbridge

Sturbridge

10/10 Excellent

Dale

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

Comfort Inn & Suites Dayville - Killingly Industrial Park

Dayville

10/10 Excellent

Our first time at this location, we stayed here 2 nights while attending the May 2016 Brimfield markets. Easy on/off route 395 in a quiet area by an industrial park and rr tracks. About a 30 minute scenic drive to Brimfield (395N to 131 to 20). Although the hotel is 18 years old, the rooms were redone 2 years ago giving it a very modern appearance. The breakfast buffet was included (bacon, eggs, fresh fruit, yogart, oj, apple juice, great coffee, delicious blue berry waffles). Fresh baked...

peggy

A pool with a wooden deck and railing, overlooking a lake with boats.

Super 8 by Wyndham Sturbridge

Sturbridge

10/10 Excellent

Anonymous traveler

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

Hampton Inn & Suites Worcester

Worcester

10/10 Excellent

Tammy

A compact kitchen with a built-in refrigerator, a microwave, and a coffee machine.

Quiet Corner Inn

Brooklyn

10/10 Excellent

Anonymous traveler

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.

Webster Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Webster vacation rentals

1. The Tree House at Underhill Hollow

2. Wizard's Roost at Underhill Hollow

3. SteamPunk Bunk House and Intergalactic Way Station

4. Rustic Farmette Studio with Hot Tub & Pool

5. 1 King Bed | Non-Smoking, Micfridge

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

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

8. Cozy Chic Countryside Haven - Sleeps 4 , Firepit

9. Cozy 1-bedroom cottage in serene Pomfret.

10. Clean & Cozy Private-3 floor_R 2

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

12. Dove Cabin up in the Trees

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

14. Large 3BD 1st Floor Apartment Minutes from 290

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

16. Newly Refreshed 3bd Spacious Unit Minutes from 290

17. Lake House in Sturbridge w/All the Views!

18. 12B-Cozy 3BR Apartment with Koi Pond in Worcester

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

20. Clifford Luxury Retreat 3BR Self Check In Home

Find vacation rentals that suit your style

Top Webster Hotel Reviews

Wellsworth Hotel

10/10 Excellent

Frequently Asked Questions

Can I find vacation rentals in Webster?

What are some of the best vacation rentals in Webster?

How many vacation rentals will I find in Webster?

What can I see and do in Webster?

What are vacation rentals like in Webster?