
Webster Vacation Rentals
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Webster vacation homes

1. The Tree House at Underhill Hollow
The Tree House at Underhill HollowThompson
9.4 out of 10, Exceptional, (46 reviews)
The price is CA $178
CA $262 total
includes taxes & fees
Nov 8 - Nov 9

2. Wizard's Roost at Underhill Hollow
Wizard's Roost at Underhill HollowNorth Grosvenordale
9.6 out of 10, Exceptional, (26 reviews)
The price is CA $178
CA $256 total
includes taxes & fees
Nov 8 - Nov 9

3. SteamPunk Bunk House and Intergalactic Way Station
SteamPunk Bunk House and Intergalactic Way StationThompson
10.0 out of 10, Exceptional, (20 reviews)
The price is CA $178
CA $256 total
includes taxes & fees
Nov 8 - Nov 9

4. Secluded 2-Acre Lakefront Home! Book Your Getaway!
Secluded 2-Acre Lakefront Home! Book Your Getaway!Woodstock
9.8 out of 10, Exceptional, (95 reviews)
The price is CA $526
CA $866 total
includes taxes & fees
Dec 6 - Dec 7

5. Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!Sturbridge
9.8 out of 10, Exceptional, (98 reviews)
The price is CA $318
CA $641 total
includes taxes & fees
Nov 9 - Nov 10

6. Clifford Luxury Retreat 3BR Self Check In Home
Clifford Luxury Retreat 3BR Self Check In HomeNorthbridge
8.6 out of 10, Excellent, (7 reviews)
The price is CA $547
CA $623 total
includes taxes & fees
Nov 9 - Nov 10

7. Spacious 4-bedroom with four and half bathrooms
Spacious 4-bedroom with four and half bathroomsWorcester
9.8 out of 10, Exceptional, (23 reviews)
The price is CA $385
CA $685 total
includes taxes & fees
Dec 5 - Dec 6

8. Lake House in Sturbridge w/All the Views!
Lake House in Sturbridge w/All the Views!Sturbridge
9.6 out of 10, Exceptional, (25 reviews)
The price is CA $417
CA $1,077 total
includes taxes & fees
Nov 9 - Nov 10

9. Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8Brimfield
9.2 out of 10, Wonderful, (12 reviews)
The price is CA $252
CA $305 total
includes taxes & fees
Dec 3 - Dec 4

10. Cottage by the Castle – Downtown Spencer
Cottage by the Castle – Downtown SpencerSpencer
10.0 out of 10, Exceptional, (9 reviews)
The price is CA $291
CA $318 total
includes taxes & fees
Nov 8 - Nov 9

11. Angel Sky Challenge
Angel Sky ChallengeWorcester
2.0 out of 10, (1 review)
The price is CA $226
CA $353 total
includes taxes & fees
Nov 8 - Nov 9

12. Quiet Dead-End St, PS5 Pro Lounge, 35 Min to Boston
Quiet Dead-End St, PS5 Pro Lounge, 35 Min to BostonWorcester
8.0 out of 10, Very good, (1 review)
The price is CA $361
CA $446 total
includes taxes & fees
Nov 8 - Nov 9

13. Sleeps 15 • Pool • Retreat
Sleeps 15 • Pool • RetreatBrimfield
10.0 out of 10, Exceptional, (40 reviews)
The price is CA $1,388
CA $2,486 total
includes taxes & fees
Nov 18 - Nov 19

14. Spacious, unique barn with beautiful views.
Spacious, unique barn with beautiful views.Hampton
10.0 out of 10, Exceptional, (11 reviews)
The price is CA $280
CA $416 total
includes taxes & fees
Nov 10 - Nov 11

15. 4-bedroom house in nice Holden with WiFi, AC
4-bedroom house in nice Holden with WiFi, ACHolden
10.0 out of 10, Exceptional, (3 reviews)
The price is CA $526
CA $754 total
includes taxes & fees
Nov 24 - Nov 25
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.
Find vacation rentals that suit your style
Cabins
Apartments
Save an average of 15% on thousands of hotels when you're signed in
Top Webster Hotel Reviews

Publick House Historic Inn and Country Motor Lodge
10/10 Excellent
Find out more about Webster
Webster Vacation Homes information
Number of reviews | 417 |
|---|---|
Accommodation | 109 Vacation Homes |
Lowest Price | CA $256 |
Highest Price | CA $2,486 |
Explore a world of travel with Expedia
- Sutton Hotels
- Worcester Hotels
- Oxford Hotels
- Cottages in Hudson
- Rv Parks in Wheelwright
- Cabin Rentals in Central Massachusetts
- Cabin Rentals in Hudson
- B&B in Paxton
- Villas in Warren
- Motels in Sturbridge
- B&B in Holliston
- Downtown Boston Hotels
- Dudley Hotels
- B&B in Brookfield
- Webster Hotels
- Cheap Hotels in Boston
- Red Roof Inn Sutton
- Comfort Inn Auburn
- Scuba Diving Hotels in Main South
- Sturbridge Hotels
- Southbridge Hotels
- 4 Star Hotels in Uxbridge
- Cheap Hotels in Sturbridge
- B&B in Westborough
- Motels in North Attleboro
- La Quinta Inn by Wyndham Auburn Worcester
- Beach Hotel Hotels in Millbury
- Wellsworth Hotel
- Marriott Hotels & Resorts in Sutton
- Hampton Inn Auburn
- Hotels near Gillette Stadium
- Resorts in Marlborough
- B&B in Worcester
- Hotels near TD Garden
- Douglas Hotels
- Vacation Homes in Milford
- Motels in Ware
- Motels in Framingham
- Millbury Hotels
- Motels in Sutton
- Leicester Hotels
- La Quinta Inn & Suites by Wyndham Sturbridge
- B&B in Marlborough
- Luxury Hotels in Dudley
- Spencer Hotels
- Hotels near DCU Center
- Auburn Hotels
- Fairfield Inn & Suites Worcester Auburn
- Motels in Norfolk
- Hunters Grille and Tap at The Grafton Inn
- Cheap Hotels in Worcester
- Boston Hotels
- La Quinta Inn & Suites Hotels in Leicester
- Rv Parks in Brimfield
- B&B in South Lancaster
- Motels in Marlborough
- Motels in Princeton
- Resorts in Brookfield
- Motels in Worcester
- Boutique Hotels in Southbridge
- Holiday Inn Express Hotel & Suites Auburn by IHG
- Apartments in Blackstone
- Guest Houses in Ware
- Motels in Ashland
- Cottages in Douglas
- Hotels near Fenway Park
- Motels in Boston
- Flights to Boston
- Flights from Boston (BOS) to Worcester (ORH)
- Flights from Detroit (DTW) to Boston (BOS)
- Flights from Edmonton (YEG) to Boston (BOS)
- Flights from Ottawa (YOW) to Boston (BOS)
- Flights from Toronto (YYZ) to Worcester (ORH)
- Flights to Worcester
- Flights from Montreal (YUL) to Boston (BOS)
- Flights from Montreal (YUL) to Worcester (ORH)
- Flights from Toronto (YYZ) to Boston (BOS)
- Flights from Calgary (YYC) to Boston (BOS)
- Flights to Dudley
- Flights from Halifax (YHZ) to Worcester (ORH)
- Flights from Ottawa (YOW) to Worcester (ORH)
- Flights from Buffalo (BUF) to Boston (BOS)
- Flights to Sturbridge
- Flights to Charlton
- Flights from Uxbridge
- Flights from Halifax (YHZ) to Boston (BOS)
- Flights from Edmonton (YEG) to Worcester (ORH)
- Flights to Douglas
- Flights from Vancouver (YVR) to Boston (BOS)

















































