Webster Square Vacation Rentals & Ski-in/Ski-out Homes
Cottage
- Massachusetts
- ·
- Worcester
- 0.95 mi to center
10.0Exceptional
(27 Reviews)
2 Bedrooms
2 Baths
4 Guests
1200 ft²
Hot Tub
Parking
Pool
Balcony/Terrace
US $369/Night
7 Nights - US $2,580
Apartment
- Massachusetts
- ·
- Worcester
- 0.24 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
43.06 ft²
Air Conditioner
Internet
Wheelchair Accessible
US $252/Night
7 Nights - US $1,764
Hotel
- Worcester
- ·
- Central Business District
- 0.18 mi to center
9.4Exceptional
(1020 Reviews)
1 Bath
Breakfast- Parking
- Balcony/Terrace
Kitchen
US $174/Night
7 Nights - US $1,219
Apartment
- Massachusetts
- ·
- Worcester
- 1.68 mi to center
10.0Exceptional
(12 Reviews)
2 Bedrooms
1 Bath
4 Guests
1111 ft²
- Kitchen
- Air Conditioner
- Internet
Pet Friendly
US $224/Night
7 Nights - US $1,565
House
- Worcester
- ·
- Forest Grove
- 1.52 mi to center
9.8Exceptional
(4 Reviews)
4 Bedrooms
2 Baths
8 Guests
129.17 ft²
- Parking
View- Air Conditioner
- Internet
US $158/Night
7 Nights - US $1,103
House
- Massachusetts
- ·
- Worcester
- 0.82 mi to center
10.0Exceptional
(4 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $292/Night
7 Nights - US $2,043
Apartment
- Massachusetts
- ·
- Worcester
- 0.75 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
1100 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $226/Night
7 Nights - US $1,579
House
- Massachusetts
- ·
- Worcester
- 0.95 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
1700 ft²
- Hot Tub
- Pool
- Balcony/Terrace
- Kitchen
US $349/Night
7 Nights - US $2,441
Apartment
- Massachusetts
- ·
- Worcester
- 1.59 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
3 Guests
1050 ft²
- Air Conditioner
- Internet
Laundry
Bedding/Linens
US $225/Night
7 Nights - US $1,578
Luxury Places to Stay in Webster Square
Over 102+ Luxury Places to Stay in or Near Webster Square
New
House
- Massachusetts
- ·
- Worcester
- 0.95 mi to center
4 Bedrooms
4 Baths
8 Guests
2900 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $821/Night
7 Nights - US $5,744
Apartment
- Massachusetts
- ·
- Worcester
- 1.21 mi to center
9.3Exceptional
(4 Reviews)
4 Bedrooms
2 Baths
14 Guests
1001.04 ft²
- Parking
- Balcony/Terrace
- Internet
- Pet Friendly
US $787/Night
7 Nights - US $5,512
New
House
- Massachusetts
- ·
- Worcester
- 0.95 mi to center
4 Bedrooms
4 Baths
8 Guests
2895.49 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $707/Night
7 Nights - US $4,947
Apartment
- Massachusetts
- ·
- Worcester
- 0.98 mi to center
10.0Exceptional
(2 Reviews)
4 Bedrooms
2 Baths
14 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $630/Night
7 Nights - US $4,412
Apartment
- Massachusetts
- ·
- Worcester
- 1.30 mi to center
10.0Exceptional
(5 Reviews)
4 Bedrooms
2 Baths
14 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $541/Night
7 Nights - US $3,790
House
- Massachusetts
- ·
- Cherry Valley
- 1.99 mi to center
10.0Exceptional
(16 Reviews)
4 Bedrooms
4 Baths
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $514/Night
7 Nights - US $3,597
Apartment
- Massachusetts
- ·
- Worcester
- 0.62 mi to center
2 Bedrooms
1 Bath
6 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $509/Night
7 Nights - US $3,565
Apartment
- Massachusetts
- ·
- Worcester
- 1.21 mi to center
9.0Exceptional
(1 Review)
4 Bedrooms
2 Baths
14 Guests
1001.04 ft²
- Parking
- Internet
- Pet Friendly
- Laundry
US $476/Night
7 Nights - US $3,335
House
- Worcester
- ·
- Forest Grove
- 1.53 mi to center
9.6Exceptional
(15 Reviews)
4 Bedrooms
2 Baths
8 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $460/Night
7 Nights - US $3,217
Top-Rated Vacation Rentals with a Pool in Webster Square
Over 8+ Top-Rated Vacation Rentals with a Pool in or Near Webster Square
House
- Massachusetts
- ·
- Worcester
- 0.95 mi to center
9.0Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
4 Guests
1205.56 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $289/Night
7 Nights - US $2,023
Hotel
- Worcester
- ·
- Central Business District
- 0.26 mi to center
8.5Fabulous
(250 Reviews)
2 Baths
577.22 ft²
Private Pool
Oceanfront- Breakfast
- Parking
US $232/Night
7 Nights - US $1,623
Hotel
- Worcester
- ·
- Central Business District
- 0.18 mi to center
8.0Excellent
(1003 Reviews)
1 Bath
- Hot Tub
- Breakfast
- Parking
- Pool
US $154/Night
7 Nights - US $1,078
Hotel
- Worcester
- ·
- Central Business District
- 0.18 mi to center
7.9Very Good
(478 Reviews)
1 Bath
218.35 ft²
- Private Pool
- Hot Tub
EV Charge Station- Parking
US $134/Night
7 Nights - US $941
House
- Massachusetts
- ·
- Worcester
- 0.95 mi to center
2 Bedrooms
2 Baths
4 Guests
1700.7 ft²
- Hot Tub
- Pool
- Balcony/Terrace
- View
US $403/Night
7 Nights - US $2,822
House
- Massachusetts
- ·
- Cherry Valley
- 2.69 mi to center
2 Bedrooms
2 Baths
4 Guests
1000 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $928/Night
7 Nights - US $6,497
House
- Worcester
- ·
- Salisbury Street
- 0.87 mi to center
3 Bedrooms
3 Baths
7 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
US $459/Night
7 Nights - US $3,212
New
Apartment
- Worcester
- ·
- Webster Square
- 1.11 mi to center
2 Bedrooms
1 Bath
900 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $234/Night
7 Nights - US $1,639
Pet-Friendly Vacation Rentals in Webster Square
Over 18+ Pet-Friendly Vacation Rentals in or Near Webster Square
Apartment
- Massachusetts
- ·
- Worcester
- 1.88 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
7 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Laundry
US $457/Night
7 Nights - US $3,201
Apartment
- Massachusetts
- ·
- Worcester
- 1.21 mi to center
4 Bedrooms
2 Baths
14 Guests
10763.91 ft²
- Parking
- Balcony/Terrace
- Internet
- Pet Friendly
US $401/Night
7 Nights - US $2,808
Apartment
- Massachusetts
- ·
- Leicester
- 0.15 mi to center
9.4Exceptional
(12 Reviews)
3 Bedrooms
1 Bath
5 Guests
1100 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $337/Night
7 Nights - US $2,360
Apartment
- Massachusetts
- ·
- Worcester
- 1.80 mi to center
3 Bedrooms
1 Bath
13 Guests
1097.92 ft²
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
US $293/Night
7 Nights - US $2,048
Apartment
- Massachusetts
- ·
- Worcester
- 2.10 mi to center
9.4Exceptional
(3 Reviews)
3 Bedrooms
2 Baths
7 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Laundry
US $388/Night
7 Nights - US $2,714
Apartment
- Massachusetts
- ·
- Worcester
- 1.09 mi to center
8.0Excellent
(5 Reviews)
4 Bedrooms
2 Baths
14 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $390/Night
7 Nights - US $2,731
Apartment
- Massachusetts
- ·
- Worcester
- 1.66 mi to center
8.0Excellent
(2 Reviews)
3 Bedrooms
1 Bath
13 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $448/Night
7 Nights - US $3,133
House
- Worcester
- ·
- Central Business District
- 0.38 mi to center
1 Bedroom
1 Bath
6 Guests
652 ft²
- Air Conditioner
- Internet
- Pet Friendly
- Laundry
US $826/Night
7 Nights - US $5,781
Apartment
- Massachusetts
- ·
- Cherry Valley
- 2.09 mi to center
1 Bedroom
2 Baths
2 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Laundry
US $94/Night
7 Nights - US $657
Large Vacation Homes & Villas in Webster Square
Over 6+ Large Vacation Homes & Villas in or Near Webster Square
House
- Massachusetts
- ·
- Leicester
- 0.96 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
2 Baths
14 Guests
1400 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $402/Night
7 Nights - US $2,812
Bed & Breakfast
- Massachusetts
- ·
- Worcester
- 1.03 mi to center
9.1Exceptional
(262 Reviews)
5 Bedrooms
5 Baths
11 Guests
208.82 ft²
- Parking
- View
- Air Conditioner
- Laundry
US $233/Night
7 Nights - US $1,634
House
- Massachusetts
- ·
- Leicester
- 2.02 mi to center
9.8Exceptional
(190 Reviews)
5 Bedrooms
3 Baths
10 Guests
2400 ft²
- Kitchen
- Air Conditioner
Child Friendly- Laundry
US $330/Night
7 Nights - US $2,310
Apartment
- Massachusetts
- ·
- Worcester
- 1.20 mi to center
6.6Good
(73 Reviews)
17 Bedrooms
1 Bath
4 Guests
301.39 ft²
- Parking
- Internet
- Child Friendly
Security/Safety
US $104/Night
7 Nights - US $725
House
- Worcester
- ·
- Forest Grove
- 1.52 mi to center
8.4Excellent
(6 Reviews)
5 Bedrooms
2 Baths
8 Guests
2392 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $373/Night
7 Nights - US $2,612
Apartment
- Worcester
- ·
- Webster Square
- 1.62 mi to center
1 Bedroom
2 Baths
10 Guests
- Kitchen
- Bedding/Linens
US $89/Night
7 Nights - US $623
Wheelchair Accessible Vacation Homes in Webster Square
Over 1+ Wheelchair Accessible Vacation Homes in or Near Webster Square
Hotel
- Worcester
- ·
- Central Business District
- 0.19 mi to center
8.7Fabulous
(315 Reviews)
12 Baths
391.99 ft²
- Breakfast
- EV Charge Station
- Parking
- Balcony/Terrace
US $260/Night
7 Nights - US $1,822
Webster Square Resorts and Airbnb Homes Under $200
Over 41+ Webster Square Resorts and Airbnb Homes Under $200
House
- Massachusetts
- ·
- Worcester
- 1.03 mi to center
9.6Exceptional
(29 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $163/Night
7 Nights - US $1,139
Apartment
- Massachusetts
- ·
- Worcester
- 1.20 mi to center
9.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
301.39 ft²
- Air Conditioner
- Internet
- Child Friendly
- Security/Safety
US $74/Night
7 Nights - US $520
Hotel
- Worcester
- ·
- Central Business District
- 0.23 mi to center
9.2Exceptional
(1003 Reviews)
1 Bath
- Child Friendly
US $196/Night
7 Nights - US $1,373
Apartment
- Massachusetts
- ·
- Worcester
- 1.45 mi to center
9.0Exceptional
(13 Reviews)
2 Bedrooms
1 Bath
4 Guests
900 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $100/Night
7 Nights - US $697
New
Apartment
- Massachusetts
- ·
- Worcester
- 1.20 mi to center
6.4Good
(8 Reviews)
1 Bedroom
1 Bath
2 Guests
301.39 ft²
- Internet
- Child Friendly
- Security/Safety
US $93/Night
7 Nights - US $653
Apartment
- Massachusetts
- ·
- Worcester
- 0.54 mi to center
8.8Fabulous
(5 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $144/Night
7 Nights - US $1,007
Apartment
- Massachusetts
- ·
- Worcester
- 0.68 mi to center
8.0Excellent
(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Air Conditioner
- Internet
- Bedding/Linens
- Security/Safety
US $194/Night
7 Nights - US $1,358
Apartment
- Massachusetts
- ·
- Worcester
- 0.54 mi to center
8.0Excellent
(1 Review)
1 Bedroom
1 Bath
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $156/Night
7 Nights - US $1,091
Apartment
- Massachusetts
- ·
- Worcester
- 0.72 mi to center
8.0Excellent
(1 Review)
1 Bedroom
1 Bath
3 Guests
- Parking
- Kitchen
- Internet
TV
US $151/Night
7 Nights - US $1,057
Instantly Bookable Vacation Homes in Webster Square
Over 28+ Instantly Bookable Vacation Homes in or Near Webster Square
Apartment
- Worcester
- ·
- Forest Grove
- 0.70 mi to center
9.8Exceptional
(8 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Hot Tub
- Parking
- Kitchen
- Air Conditioner
US $352/Night
7 Nights - US $2,464
Apartment
- Worcester
- ·
- Forest Grove
- 0.87 mi to center
9.8Exceptional
(7 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $306/Night
7 Nights - US $2,142
Apartment
- Massachusetts
- ·
- Worcester
- 0.76 mi to center
9.4Exceptional
(18 Reviews)
2 Bedrooms
1 Bath
5 Guests
950 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $225/Night
7 Nights - US $1,578
Apartment
- Massachusetts
- ·
- Worcester
- 0.95 mi to center
1 Bedroom
1 Bath
3 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $200/Night
7 Nights - US $1,398
Apartment
- Massachusetts
- ·
- Worcester
- 1.96 mi to center
2 Bedrooms
1 Bath
4 Guests
950 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $180/Night
7 Nights - US $1,258
New
Apartment
- Worcester
- ·
- Central Business District
- 0.34 mi to center
1 Bedroom
1 Bath
- Air Conditioner
- Internet
- Laundry
- Bedding/Linens
US $118/Night
7 Nights - US $825
House
- Massachusetts
- ·
- Worcester
- 1.70 mi to center
10.0Exceptional
(3 Reviews)
4 Bedrooms
1 Bath
6 Guests
2300 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $456/Night
7 Nights - US $3,191
Apartment
- Worcester
- ·
- Union HIll
- 0.26 mi to center
9.6Exceptional
(43 Reviews)
3 Bedrooms
1 Bath
7 Guests
- Parking
Skiing- Balcony/Terrace
- Kitchen
US $264/Night
7 Nights - US $1,851
House
- Worcester
- ·
- Webster Square
- 0.28 mi to center
8.4Excellent
(5 Reviews)
4 Bedrooms
3 Baths
8 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $449/Night
7 Nights - US $3,140
Book a Last Minute Place to Stay in Webster Square
About Webster Square Vacation Rentals
Explore over 111 vacation rentals in Webster Square with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in Webster Square for more space and value.
In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in Webster Square. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Webster Square tailored to your preferences. On average, these rentals offer 601.15 ft² of space, and are priced at an average of US $270 per night.
SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Webster Square at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.
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Top Types of Ski Accommodations in Webster Square
| Type | Count |
|---|---|
| Holiday Apartments | 60 |
| Vacation Homes | 40 |
| B&B | 2 |
| Cottages | 1 |
Use these Quick Filters to Find a Vacation Rental in Webster Square
★ Pro Tip: Discover Your Ideal Vacation Rental in Webster Square with SunSki Resorts™. Compare a diverse array of properties, including RBO homes, vacation rentals, cottages, cabins, and more. Utilize our advanced filters to search by location, amenities, and price. Book with confidence and enjoy savings of up to 40-60% compared to a hotel stay. Create unforgettable memories with SunSki Resorts™.
Weather in Webster Square, MA
View the weather forecast for Webster Square before booking your Webster Square Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Frequently Asked Questions About Webster Square?
What are the top vacation rentals in Webster Square?
When organizing your trip to Webster Square, don't miss the chance to explore the top-rated vacation rentals in the vicinity. With a plethora of options available, you're bound to discover the ideal accommodation for your stay in Webster Square. Peruse our collection of highly-rated properties and secure your reservation today.
- Upscale 4 Bedroom Condo w King Bed Suite
- Bright and Spacious 2BR/2BATH Condo with Parking- Highly recommended by guests
- Shared Hot Tub: Historic Cottage, Walk to Elm Park
- Spacious 4-bedroom with four and half bathrooms
- Brand-new & modern 2 bedrooms and 1.5 baths apt.
- Newly Renovated 4BR Worcester Home Pet-Friendly Near I-290 & Park 16-2
- Spacious King Bed Near Downtown Worcester with Patio
- Modern & Spacious 4 Bedroom Single Family Home
- Cozy 3 bedroom apt in Kelly Square
- Breezy 4BR Worcester Home Pet-Friendly Summer Fun near I-290 & Parks 16-3
Which vacation homes or resorts in Webster Square are best for families?
Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in Webster Square. Enjoy great views, locations and save money with SunSki Resorts.™
- Dream House in the Heart of Worcester
- Newly Furnished 4Bedroom Home Near Worcester Airport
- Charming 3-bedroom, 1.5 bath house in Worcester
How many SunSkiResorts vacation rentals or resorts are available in Webster Square?
Discover the ideal vacation rental in Webster Square with SunSki Resorts™. We provide an extensive selection of over 111 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Webster Square.
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