Webster Square Holiday Rentals
Condo
- Massachusetts
- ·
- Worcester
- 1.35 mi to center
10.0Exceptional
(34 Reviews)
2 Bedrooms
2 Baths
6 Guests
1950 ft²
Parking
Balcony/Terrace
Kitchen
Air Conditioner
CA $553/Night
7 Nights - CA $3,870
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
CA $354/Night
7 Nights - CA $2,475
Hotel
- Worcester
- ·
- Central Business District
- 0.18 mi to center
9.4Exceptional
(1005 Reviews)
1 Bath
Breakfast- Parking
- Balcony/Terrace
- Kitchen
CA $272/Night
7 Nights - CA $1,901
Cottage
- Massachusetts
- ·
- Worcester
- 0.95 mi to center
10.0Exceptional
(25 Reviews)
2 Bedrooms
2 Baths
4 Guests
1200 ft²
Hot Tub- Parking
Pool- Balcony/Terrace
CA $584/Night
7 Nights - CA $4,086
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
CA $221/Night
7 Nights - CA $1,548
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
CA $362/Night
7 Nights - CA $2,535
Apartment
- Worcester
- ·
- Forest Grove
- 0.87 mi to center
10.0Exceptional
(6 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
CA $406/Night
7 Nights - CA $2,844
Apartment
- Massachusetts
- ·
- Worcester
- 0.75 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
1100 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
CA $419/Night
7 Nights - CA $2,934
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
CA $329/Night
7 Nights - CA $2,304
Luxury Holiday Rentals in Webster Square
Over 105+ Luxury Holiday Rentals 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
CA $1,162/Night
7 Nights - CA $8,135
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
CA $1,105/Night
7 Nights - CA $7,734
New
House
- Massachusetts
- ·
- Worcester
- 0.95 mi to center
4 Bedrooms
4 Baths
8 Guests
2895.49 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
CA $991/Night
7 Nights - CA $6,941
Apartment
- Massachusetts
- ·
- Worcester
- 0.98 mi to center
10.0Exceptional
(2 Reviews)
4 Bedrooms
2 Baths
14 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
CA $884/Night
7 Nights - CA $6,190
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
CA $844/Night
7 Nights - CA $5,911
Apartment
- Massachusetts
- ·
- Worcester
- 1.30 mi to center
10.0Exceptional
(5 Reviews)
4 Bedrooms
2 Baths
14 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
CA $760/Night
7 Nights - CA $5,318
House
- Massachusetts
- ·
- Cherry Valley
- 1.99 mi to center
10.0Exceptional
(12 Reviews)
4 Bedrooms
4 Baths
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $721/Night
7 Nights - CA $5,047
New
Apartment
- Massachusetts
- ·
- Worcester
- 0.62 mi to center
2 Bedrooms
1 Bath
6 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
CA $715/Night
7 Nights - CA $5,002
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
Child Friendly
CA $669/Night
7 Nights - CA $4,679
Top-Rated Holiday Rentals with a Pool in Webster Square
Over 9+ The Best Private Villas and Holiday Rentals in Webster Square with a Pool
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
CA $405/Night
7 Nights - CA $2,838
Hotel
- Worcester
- ·
- Central Business District
- 0.26 mi to center
8.5Fabulous
(250 Reviews)
2 Baths
577.22 ft²
Private Pool
Oceanfront- Breakfast
- Parking
CA $325/Night
7 Nights - CA $2,277
Hotel
- Worcester
- ·
- Central Business District
- 0.18 mi to center
8.0Excellent
(1004 Reviews)
1 Bath
- Hot Tub
- Breakfast
- Parking
- Pool
CA $216/Night
7 Nights - CA $1,511
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
CA $189/Night
7 Nights - CA $1,320
New
House
- Massachusetts
- ·
- Worcester
- 0.95 mi to center
2 Bedrooms
2 Baths
4 Guests
1700.7 ft²
- Hot Tub
- Pool
- Balcony/Terrace
- View
CA $566/Night
7 Nights - CA $3,959
New
Apartment
- Worcester
- ·
- Webster Square
- 1.11 mi to center
2 Bedrooms
1 Bath
900 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
CA $329/Night
7 Nights - CA $2,300
Apartment
- Massachusetts
- ·
- Cherry Valley
- 3.56 mi to center
8.0Excellent
(6 Reviews)
1 Bedroom
1 Bath
4 Guests
- Hot Tub
- Parking
- Pool
Spa
CA $279/Night
7 Nights - CA $1,954
House
- Massachusetts
- ·
- Cherry Valley
- 2.69 mi to center
2 Bedrooms
2 Baths
4 Guests
1000 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
CA $1,302/Night
7 Nights - CA $9,116
House
- Worcester
- ·
- Salisbury Street
- 0.87 mi to center
3 Bedrooms
3 Baths
7 Guests
- Breakfast
- Parking
- Pool
- Kitchen
CA $644/Night
7 Nights - CA $4,507
Pet-Friendly Holiday Rentals in Webster Square
Over 19+ Pet-Friendly Holiday 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
- Child Friendly
CA $642/Night
7 Nights - CA $4,491
Apartment
- Massachusetts
- ·
- Worcester
- 1.21 mi to center
4 Bedrooms
2 Baths
14 Guests
10763.91 ft²
- Parking
- Balcony/Terrace
- Internet
- Pet Friendly
CA $563/Night
7 Nights - CA $3,940
Apartment
- Massachusetts
- ·
- Worcester
- 1.66 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
1 Bath
13 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $449/Night
7 Nights - CA $3,141
Apartment
- Massachusetts
- ·
- Worcester
- 1.80 mi to center
3 Bedrooms
1 Bath
13 Guests
1097.92 ft²
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
CA $410/Night
7 Nights - CA $2,873
Apartment
- Massachusetts
- ·
- Worcester
- 1.09 mi to center
9.6Exceptional
(4 Reviews)
4 Bedrooms
2 Baths
14 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
CA $598/Night
7 Nights - CA $4,185
Apartment
- Massachusetts
- ·
- Leicester
- 0.15 mi to center
9.4Exceptional
(11 Reviews)
3 Bedrooms
1 Bath
5 Guests
1100 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
CA $461/Night
7 Nights - CA $3,228
Apartment
- Massachusetts
- ·
- Worcester
- 2.10 mi to center
9.4Exceptional
(3 Reviews)
3 Bedrooms
2 Baths
7 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
CA $544/Night
7 Nights - CA $3,808
House
- Worcester
- ·
- Central Business District
- 0.38 mi to center
1 Bedroom
1 Bath
6 Guests
652 ft²
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
CA $1,159/Night
7 Nights - CA $8,111
Apartment
- Massachusetts
- ·
- Worcester
- 1.94 mi to center
3 Bedrooms
1 Bath
6 Guests
- Parking
- Air Conditioner
- Internet
- Pet Friendly
CA $264/Night
7 Nights - CA $1,848
Large Holiday Rentals and Private Villas in Webster Square
Over 6+ Large Holiday Rentals and Private 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
CA $564/Night
7 Nights - CA $3,945
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
- Child Friendly
CA $328/Night
7 Nights - CA $2,293
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
CA $463/Night
7 Nights - CA $3,241
Apartment
- Massachusetts
- ·
- Worcester
- 1.20 mi to center
6.0Good
(51 Reviews)
17 Bedrooms
1 Bath
4 Guests
301.39 ft²
- Parking
- Kitchen
- Internet
- Child Friendly
CA $145/Night
7 Nights - CA $1,017
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
CA $523/Night
7 Nights - CA $3,665
Apartment
- Worcester
- ·
- Webster Square
- 1.62 mi to center
1 Bedroom
2 Baths
10 Guests
- Kitchen
- Bedding/Linens
CA $125/Night
7 Nights - CA $874
Wheelchair Accessible Holiday Homes in Webster Square
Over 1+ Wheelchair Accessible Holiday Homes in or Near Webster Square
Hotel
- Worcester
- ·
- Central Business District
- 0.19 mi to center
8.8Fabulous
(312 Reviews)
4 Baths
393.37 ft²
- Breakfast
- EV Charge Station
- Parking
- Balcony/Terrace
CA $365/Night
7 Nights - CA $2,556
Webster Square Private Villas and Holiday Homes Under $200
Over 42+ Webster Square Private Villas and Holiday 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
CA $209/Night
7 Nights - CA $1,466
New
Apartment
- Massachusetts
- ·
- Worcester
- 1.60 mi to center
1 Bedroom
1 Bath
2 Guests
204.51 ft²
- Parking
- Air Conditioner
- Internet
- Child Friendly
CA $194/Night
7 Nights - CA $1,358
Hotel
- Worcester
- ·
- Central Business District
- 0.23 mi to center
9.2Exceptional
(1003 Reviews)
1 Bath
- Child Friendly
CA $275/Night
7 Nights - CA $1,926
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
CA $141/Night
7 Nights - CA $986
New
Apartment
- Massachusetts
- ·
- Worcester
- 1.60 mi to center
1 Bedroom
1 Bath
2 Guests
204.51 ft²
- Parking
- Air Conditioner
- Internet
- Child Friendly
CA $180/Night
7 Nights - CA $1,261
Apartment
- Massachusetts
- ·
- Worcester
- 0.54 mi to center
8.8Fabulous
(5 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
CA $202/Night
7 Nights - CA $1,413
Apartment
- Massachusetts
- ·
- Worcester
- 0.54 mi to center
8.0Excellent
(1 Review)
1 Bedroom
1 Bath
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
CA $219/Night
7 Nights - CA $1,531
Apartment
- Massachusetts
- ·
- Worcester
- 0.72 mi to center
8.0Excellent
(1 Review)
1 Bedroom
1 Bath
3 Guests
- Parking
- Kitchen
- Internet
- Child Friendly
CA $212/Night
7 Nights - CA $1,483
Apartment
- Massachusetts
- ·
- Worcester
- 0.95 mi to center
1 Bedroom
1 Bath
3 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $279/Night
7 Nights - CA $1,950
Instantly Bookable Holiday Homes in Webster Square
Over 28+ Instantly Bookable Holiday 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
CA $494/Night
7 Nights - CA $3,457
Apartment
- Massachusetts
- ·
- Worcester
- 0.76 mi to center
9.4Exceptional
(16 Reviews)
3 Bedrooms
1 Bath
5 Guests
950 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
CA $317/Night
7 Nights - CA $2,220
Apartment
- Massachusetts
- ·
- Worcester
- 1.96 mi to center
2 Bedrooms
1 Bath
4 Guests
950 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
CA $252/Night
7 Nights - CA $1,765
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
CA $645/Night
7 Nights - CA $4,516
Apartment
- Worcester
- ·
- Union HIll
- 0.26 mi to center
9.6Exceptional
(43 Reviews)
3 Bedrooms
1 Bath
7 Guests
- Parking
Skiing- Balcony/Terrace
- Kitchen
CA $372/Night
7 Nights - CA $2,603
House
- Worcester
- ·
- Forest Grove
- 1.53 mi to center
9.6Exceptional
(15 Reviews)
4 Bedrooms
2 Baths
8 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
CA $652/Night
7 Nights - CA $4,564
House
- Massachusetts
- ·
- Worcester
- 0.90 mi to center
7.8Very Good
(8 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $482/Night
7 Nights - CA $3,373
New
House
- Massachusetts
- ·
- Worcester
- 2.27 mi to center
3 Bedrooms
2 Baths
6 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
CA $58/Night
7 Nights - CA $405
New
House
- Massachusetts
- ·
- Worcester
- 0.95 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
1700 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
CA $584/Night
7 Nights - CA $4,088
Book a Last Minute Place to Stay in Webster Square
About Casai's Private Villas and Holiday Rentals in Webster Square
Discover more than 114 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 590.72 ft², with nightly prices averaging CA $381.
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 | 63 |
| Vacation Homes | 40 |
| 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
- Brand-new & modern 2 bedrooms and 1.5 baths apt.
- SalsVista 2nd Floor Corner Apt
- Newly Renovated 4BR Worcester Home Pet-Friendly Near I-290 & Park 16-2
- Modern & Spacious 4 Bedroom Single Family Home
- Charming 3-bedroom, 1.5 bath house in Worcester
- Breezy 4BR Worcester Home Pet-Friendly Summer Fun near I-290 & Parks 16-3
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:
- Dream House in the Heart of Worcester
- Newly Furnished 4Bedroom Home Near Worcester Airport
- Wonderful Worcester House!
How many Casai.ca holiday rentals are available in Webster Square?
As of 2026, Casai boasts over 114 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.
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