100+ Private Villas and Holiday Rentals in Webster Square |
Webster Square Holiday Rentals
10.0
Exceptional
(34 Reviews)
- Massachusetts
- Worcester
- 1.35 mi to center
1950 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R5,491/Night
For 7 Nights R38,428
10.0
Exceptional
(1 Review)
43.06 ft²
4 Guests
1 Bedroom
1 Bathroom
Apartment
- Air Conditioner
- Internet
- Wheelchair Accessible
R4,140/Night
For 7 Nights R28,981
9.4
Exceptional
(1006 Reviews)
- Worcester
- Central Business District
- 0.18 mi to center
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
R3,019/Night
For 7 Nights R21,128
10.0
Exceptional
(21 Reviews)
- Massachusetts
- Worcester
- 0.95 mi to center
1200 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Cottage
- Hot Tub
- Fireplace/Heating
- Pool
R5,465/Night
For 7 Nights R38,247
9.7
Exceptional
(3 Reviews)
- Worcester
- Forest Grove
- 1.52 mi to center
129.17 ft²
8 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- View
- Parking
R2,588/Night
For 7 Nights R18,121
10.0
Exceptional
(6 Reviews)
- Worcester
- Forest Grove
- 0.87 mi to center
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
R4,623/Night
For 7 Nights R32,365
10.0
Exceptional
(5 Reviews)
- Massachusetts
- Worcester
- 1.68 mi to center
1111 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Couples Retreat
Apartment
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
R3,534/Night
For 7 Nights R24,742
10.0
Exceptional
(4 Reviews)
- Massachusetts
- Worcester
- 1.60 mi to center
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
R2,680/Night
For 7 Nights R18,762
9.8
Exceptional
(27 Reviews)
- Massachusetts
- Worcester
- 1.03 mi to center
1 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R2,256/Night
For 7 Nights R15,788
Luxury Holiday Rentals in Webster Square
Over 91+ Luxury Holiday Rentals in or Near Webster Square
New
- Worcester
- Central Business District
- 0.38 mi to center
652 ft²
6 Guests
1 Bedroom
1 Bathroom
Pet Friendly
House
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
R15,073/Night
For 7 Nights R105,507
New
- Massachusetts
- Worcester
- 1.21 mi to center
1001.04 ft²
14 Guests
4 Bedrooms
2 Bathrooms
Free Cancellation
Apartment
- Balcony/Terrace
- Pet Friendly
- Parking
R12,937/Night
For 7 Nights R90,557
8.0
Excellent
(4 Reviews)
- Worcester
- Webster Square
- 0.28 mi to center
8 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
R12,128/Night
For 7 Nights R84,889
New
- Massachusetts
- Worcester
- 1.21 mi to center
10763.91 ft²
14 Guests
4 Bedrooms
2 Bathrooms
Free Cancellation
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R10,707/Night
For 7 Nights R74,949
10.0
Exceptional
(1 Review)
- Massachusetts
- Worcester
- 1.09 mi to center
14 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
R8,848/Night
For 7 Nights R61,937
10.0
Exceptional
(9 Reviews)
- Massachusetts
- Cherry Valley
- 1.99 mi to center
8 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R8,443/Night
For 7 Nights R59,095
New
- Massachusetts
- Worcester
- 1.21 mi to center
1001.04 ft²
14 Guests
4 Bedrooms
2 Bathrooms
Free Cancellation
Apartment
- Fireplace/Heating
- Pet Friendly
- Parking
R7,828/Night
For 7 Nights R54,791
9.6
Exceptional
(12 Reviews)
- Worcester
- Forest Grove
- 1.53 mi to center
8 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
R6,776/Night
For 7 Nights R47,431
10.0
Exceptional
(2 Reviews)
- Massachusetts
- Worcester
- 1.30 mi to center
14 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
R6,220/Night
For 7 Nights R43,537
Top-Rated Holiday Rentals with a Pool in Webster Square
Over 8+ The Best Private Villas and Holiday Rentals in Webster Square with a Pool
9.3
Exceptional
(4 Reviews)
- Massachusetts
- Worcester
- 0.95 mi to center
1194.79 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Pool
R4,748/Night
For 7 Nights R33,236
9.2
Exceptional
(1007 Reviews)
- Worcester
- Central Business District
- 0.23 mi to center
1 Bathroom
Family Friendly
Hotel
- Pool
- Balcony/Terrace
- Breakfast
R2,914/Night
For 7 Nights R20,405
8.6
Fabulous
(255 Reviews)
- Worcester
- Central Business District
- 0.26 mi to center
577.22 ft²
2 Bathrooms
Ocean View
Hotel
- Private Pool
- Oceanfront
- Fireplace/Heating
R3,810/Night
For 7 Nights R26,664
8.0
Excellent
(1008 Reviews)
- Worcester
- Central Business District
- 0.18 mi to center
1 Bathroom
Family Friendly
Hotel
- Hot Tub
- Fireplace/Heating
- Pool
R2,606/Night
For 7 Nights R18,236
7.9
Very Good
(485 Reviews)
- Worcester
- Central Business District
- 0.18 mi to center
218.35 ft²
1 Bathroom
Family Friendly
Hotel
- Private Pool
- Hot Tub
- Pool
R3,990/Night
For 7 Nights R27,929
8.0
Excellent
(6 Reviews)
- Massachusetts
- Cherry Valley
- 3.56 mi to center
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Hot Tub
- Spa
- Fireplace/Heating
R3,269/Night
For 7 Nights R22,886
New
- Massachusetts
- Cherry Valley
- 2.69 mi to center
1000 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Hot Tub
- Fireplace/Heating
R15,249/Night
For 7 Nights R106,739
New
- Worcester
- Salisbury Street
- 0.87 mi to center
7 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Breakfast
R7,540/Night
For 7 Nights R52,770
Pet-Friendly Holiday Rentals in Webster Square
Over 15+ Pet-Friendly Holiday Rentals in or Near Webster Square
9.2
Exceptional
(9 Reviews)
- Massachusetts
- Leicester
- 0.15 mi to center
1100 ft²
5 Guests
3 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
R3,965/Night
For 7 Nights R27,749
New
- Massachusetts
- Worcester
- 1.80 mi to center
1097.92 ft²
13 Guests
3 Bedrooms
1 Bathroom
Free Cancellation
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R5,526/Night
For 7 Nights R38,674
New
- Massachusetts
- Worcester
- 2.10 mi to center
7 Guests
3 Bedrooms
2 Bathrooms
Pet Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
R5,829/Night
For 7 Nights R40,793
New
1797.57 ft²
5 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Parking
R2,612/Night
For 7 Nights R18,286
New
- Massachusetts
- Worcester
- 0.98 mi to center
14 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
R5,795/Night
For 7 Nights R40,563
New
- Massachusetts
- Worcester
- 1.88 mi to center
7 Guests
3 Bedrooms
2 Bathrooms
Pet Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
R5,669/Night
For 7 Nights R39,676
New
- Massachusetts
- Worcester
- 1.66 mi to center
13 Guests
3 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
R5,522/Night
For 7 Nights R38,658
New
- Massachusetts
- Cherry Valley
- 2.09 mi to center
2 Guests
1 Bedroom
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
R1,542/Night
For 7 Nights R10,794
New
- Massachusetts
- Worcester
- 1.94 mi to center
6 Guests
3 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Pet Friendly
- Parking
- Air Conditioner
R3,092/Night
For 7 Nights R21,637
Large Holiday Rentals and Private Villas in Webster Square
Over 6+ Large Holiday Rentals and Private Villas in or Near Webster Square
10.0
Exceptional
(1 Review)
- Massachusetts
- Leicester
- 0.96 mi to center
1400 ft²
14 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R6,599/Night
For 7 Nights R46,198
9.1
Exceptional
(262 Reviews)
- Massachusetts
- Worcester
- 1.03 mi to center
208.82 ft²
11 Guests
5 Bedrooms
5 Bathrooms
Free Cancellation
Bed & Breakfast
- Fireplace/Heating
- View
- Parking
R3,836/Night
For 7 Nights R26,845
9.8
Exceptional
(190 Reviews)
- Massachusetts
- Leicester
- 2.02 mi to center
2400 ft²
10 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Kitchen
- Air Conditioner
- Child Friendly
R5,422/Night
For 7 Nights R37,951
6.5
Good
(14 Reviews)
- Massachusetts
- Worcester
- 1.20 mi to center
301.39 ft²
4 Guests
13 Bedrooms
2 Bathrooms
Free Cancellation
Apartment
- Fireplace/Heating
- Parking
- Internet
R1,703/Night
For 7 Nights R11,911
8.4
Excellent
(6 Reviews)
- Worcester
- Forest Grove
- 1.52 mi to center
2392 ft²
8 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R6,130/Night
For 7 Nights R42,913
New
- Worcester
- Webster Square
- 1.62 mi to center
10 Guests
1 Bedroom
2 Bathrooms
Family Friendly
Apartment
- Kitchen
- Bedding/Linens
R1,462/Night
For 7 Nights R10,235
Wheelchair Accessible Holiday Homes in Webster Square
Over 1+ Wheelchair Accessible Holiday Homes in or Near Webster Square
8.9
Fabulous
(305 Reviews)
- Worcester
- Central Business District
- 0.19 mi to center
393.37 ft²
4 Bathrooms
Family Friendly
Hotel
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
R4,276/Night
For 7 Nights R29,934
Webster Square Private Villas and Holiday Homes Under $200
Over 36+ Webster Square Private Villas and Holiday Homes Under $200
9.2
Exceptional
(14 Reviews)
- Massachusetts
- Worcester
- 0.76 mi to center
950 ft²
5 Guests
3 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
R2,924/Night
For 7 Nights R20,471
9.0
Exceptional
(13 Reviews)
- Massachusetts
- Worcester
- 1.45 mi to center
900 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R1,699/Night
For 7 Nights R11,895
8.8
Fabulous
(5 Reviews)
- Massachusetts
- Worcester
- 0.54 mi to center
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
R2,046/Night
For 7 Nights R14,326
8.0
Excellent
(1 Review)
- Massachusetts
- Worcester
- 0.72 mi to center
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
R2,234/Night
For 7 Nights R15,640
8.0
Excellent
(1 Review)
- Massachusetts
- Worcester
- 0.54 mi to center
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
R2,008/Night
For 7 Nights R14,063
New
- Massachusetts
- Worcester
- 1.72 mi to center
3 Guests
1 Bedroom
1 Bathroom
Couples Retreat
Apartment
- Fireplace/Heating
- Air Conditioner
- Internet
R3,193/Night
For 7 Nights R22,360
New
- Worcester
- Salisbury Street
- 0.61 mi to center
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R3,178/Night
For 7 Nights R22,245
New
- Massachusetts
- Worcester
- 1.59 mi to center
1050 ft²
3 Guests
1 Bedroom
1 Bathroom
Couples Retreat
Apartment
- Fireplace/Heating
- Air Conditioner
- Internet
R3,084/Night
For 7 Nights R21,588
New
- Massachusetts
- Cherry Valley
- 2.45 mi to center
2 Guests
1 Bedroom
1 Bathroom
Couples Retreat
House
- Fireplace/Heating
- Internet
- Laundry
R3,065/Night
For 7 Nights R21,456
Instantly Bookable Holiday Homes in Webster Square
Over 27+ Instantly Bookable Holiday Homes in or Near Webster Square
9.8
Exceptional
(7 Reviews)
- Worcester
- Forest Grove
- 0.70 mi to center
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Hot Tub
- Fireplace/Heating
- Kitchen
R4,794/Night
For 7 Nights R33,565
New
- Massachusetts
- Worcester
- 0.77 mi to center
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R4,908/Night
For 7 Nights R34,353
New
- Massachusetts
- Worcester
- 0.75 mi to center
1100 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
R4,682/Night
For 7 Nights R32,776
New
- Massachusetts
- Worcester
- 0.95 mi to center
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R2,636/Night
For 7 Nights R18,450
New
- Massachusetts
- Worcester
- 1.60 mi to center
1 Guest
1 Bedroom
1 Bathroom
Couples Retreat
House
- Hot Tub
- Fireplace/Heating
- Air Conditioner
R485/Night
For 7 Nights R3,401
10.0
Exceptional
(1 Review)
- Massachusetts
- Worcester
- 1.70 mi to center
2300 ft²
6 Guests
4 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
R6,033/Night
For 7 Nights R42,223
9.6
Exceptional
(43 Reviews)
- Worcester
- Union HIll
- 0.26 mi to center
7 Guests
3 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Skiing
- Fireplace/Heating
- Balcony/Terrace
R3,502/Night
For 7 Nights R24,512
7.8
Very Good
(8 Reviews)
- Massachusetts
- Worcester
- 0.90 mi to center
8 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R4,979/Night
For 7 Nights R34,846
New
- Massachusetts
- Worcester
- 0.68 mi to center
4 Guests
2 Bedrooms
1 Bathroom
Couples Retreat
Apartment
- Fireplace/Heating
- Air Conditioner
- Internet
R3,557/Night
For 7 Nights R24,890
Book a Last Minute Place to Stay in Webster Square
About Casai's Private Villas and Holiday Rentals in Webster Square
Discover more than 100 vacation rentals available in Webster Square. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Webster Square.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Webster Square, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Webster Square. On average, places to stay near Webster Square offer 557.19 ft², with nightly prices averaging R4,220.
With Casai, finding and comparing holiday rentals in Webster Square is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Webster Square
| Type | Count |
|---|---|
| Holiday Apartments | 53 |
| Vacation Homes | 36 |
| Cottages | 1 |
Use these Quick Filters to Find a Holiday Rental in Webster Square
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Webster Square.
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 holiday rentals in Webster Square?
With numerous options available in Webster Square, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Webster Square:
- 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
- SalsVista 2nd Floor Corner Apt
- Brand-new & modern 2 bedrooms and 1.5 baths apt.
- June’s Penthouse: centrally located, downtown, airport, WPI, UMASS
- Spacious 4BR Family Home in Worcester near Parks 16/2
- 16/1 Worcester - Family Stay Close to Parks & Eats
- Modern & Spacious 4 Bedroom Single Family Home
Which holiday homes in Webster Square are best for families?
If you're searching for a family-friendly holiday home in Webster Square, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Webster Square:
- 1 BR Apt walk to MCPHS, WPI, St Vincent Hospital
- Newly Furnished 4Bedroom Home Near Worcester Airport
- 1 BR Apt walk to MCPHS, WPI, St Vincent Hospital
How many Casai.co.za holiday rentals are available in Webster Square?
As of 2026, Casai boasts over 100 properties listed in the Webster Square area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Webster Square.
People Also Ask
Finding the best prices in Webster Square
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