Best Vacation Homes in Worcester County
House
10.0(135 Reviews)
2 Bedrooms
1 Bath
6 Guests
1600 ft²
Fireplace/Heating
Balcony/Terrace
Pet Friendly
Kitchen
AU $678/Night
7 Nights - AU $4,749
Bed & Breakfast
10.0(9 Reviews)
3 Bedrooms
3 Baths
6 Guests
172.22 ft²
Skiing- Fireplace/Heating
- Balcony/Terrace
View
AU $318/Night
7 Nights - AU $2,227
Bed & Breakfast
10.0(113 Reviews)
1 Bedroom
1 Bath
Private Pool- Fireplace/Heating
Pool- Balcony/Terrace
AU $332/Night
7 Nights - AU $2,325
Cottage
10.0(68 Reviews)
2 Bedrooms
1 Bath
5 Guests
1250 ft²
- Fireplace/Heating
Ocean View- Balcony/Terrace
- View
AU $466/Night
7 Nights - AU $3,261
House
10.0(7 Reviews)
2 Bedrooms
2 Baths
6 Guests
1162.5 ft²
- Fireplace/Heating
Parking
Internet
Child Friendly
AU $452/Night
7 Nights - AU $3,167
Apartment
10.0(61 Reviews)
2 Bedrooms
1 Bath
4 Guests
700 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
AU $318/Night
7 Nights - AU $2,228
Condo
10.0(34 Reviews)
2 Bedrooms
2 Baths
6 Guests
1950 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
AU $398/Night
7 Nights - AU $2,788
Apartment
10.0(32 Reviews)
2 Bedrooms
1 Bath
4 Guests
1000 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
AU $422/Night
7 Nights - AU $2,955
Worcester County Luxury Rentals
Hotel
4 Baths
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
AU $7,150/Night
7 Nights - AU $50,048
House
10.0(5 Reviews)
4 Bedrooms
4 Baths
8 Guests
- Private Pool
Hot Tub- Fireplace/Heating
- Pool
AU $6,894/Night
7 Nights - AU $48,257
Hotel
4 Baths
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
AU $5,841/Night
7 Nights - AU $40,885
Hotel
3 Baths
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
AU $5,368/Night
7 Nights - AU $37,580
Hotel
3 Baths
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
AU $4,383/Night
7 Nights - AU $30,681
Hotel
2 Baths
- Fireplace/Heating
- Pool
- Kitchen
- Parking
AU $3,587/Night
7 Nights - AU $25,108
House
10.0(17 Reviews)
4 Bedrooms
4 Baths
8 Guests
4250 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
AU $3,253/Night
7 Nights - AU $22,767
House
10.0(2 Reviews)
6 Bedrooms
3 Baths
21 Guests
- Fireplace/Heating
Air Conditioner- Internet
- Child Friendly
AU $3,049/Night
7 Nights - AU $21,341
Worcester County Pet Friendly Vacation Rentals
Cottage
10.0(24 Reviews)
2 Bedrooms
2 Baths
4 Guests
1200 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
AU $460/Night
7 Nights - AU $3,219
Apartment
10.0(2 Reviews)
1 Bedroom
1 Bath
2 Guests
1937.5 ft²
- Fireplace/Heating
- Balcony/Terrace
Breakfast- Pet Friendly
AU $650/Night
7 Nights - AU $4,552
Apartment
1 Bedroom
1 Bath
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Internet
AU $627/Night
7 Nights - AU $4,389
Apartment
10.0(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
AU $415/Night
7 Nights - AU $2,907
House
10.0(1 Review)
4 Bedrooms
4 Baths
8 Guests
- Balcony/Terrace
- View
- Pet Friendly
- Parking
AU $509/Night
7 Nights - AU $3,562
House
10.0(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Child Friendly
AU $414/Night
7 Nights - AU $2,897
Apartment
10.0(2 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
AU $308/Night
7 Nights - AU $2,154
House
10.0(1 Review)
2 Bedrooms
2 Baths
5 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
AU $471/Night
7 Nights - AU $3,298
Worcester County Large Vacation Homes
New
House
4 Bedrooms
3 Baths
11 Guests
3175 ft²
Oceanfront- Fireplace/Heating
- Ocean View
- Balcony/Terrace
AU $1,619/Night
7 Nights - AU $11,336
Villa
10.0(1 Review)
1 Bedroom
3 Baths
5 Guests
1797.57 ft²
- View
- Parking
- Air Conditioner
- Internet
AU $320/Night
7 Nights - AU $2,243
AU $1,265/Night
7 Nights - AU $8,857
New
House
3 Bedrooms
3 Baths
10 Guests
- Hot Tub
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
AU $677/Night
7 Nights - AU $4,739
Villa
9.7(10 Reviews)
2 Bedrooms
2 Baths
4 Guests
1302.43 ft²
- Pool
- Balcony/Terrace
- View
- Breakfast
AU $695/Night
7 Nights - AU $4,864
New
House
1 Bedroom
1 Bath
12 Guests
- Oceanfront
- Ocean View
- View
- Kitchen
AU $544/Night
7 Nights - AU $3,810
House
10.0(253 Reviews)
6 Bedrooms
5 Baths
20 Guests
7000 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
AU $1,650/Night
7 Nights - AU $11,550
House
10.0(61 Reviews)
4 Bedrooms
4 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
AU $1,210/Night
7 Nights - AU $8,466
Why Choose Rent By Owner for your Worcester County Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Worcester County
When should you plan your Vacation Rentals stay?
Choosing the ideal time to visit here can enhance your experience, as this destination offers a variety of seasonal attractions and activities throughout the year, making it important to plan your stay during the period that best aligns with your interests.
Peak Season Highlights
Summer (June to August)
During the peak summer months, you can enjoy warm weather ideal for outdoor activities and exploring the scenic beauty of the area.
Average Temperature Daytime: 75-85°F - Nighttime: 55-65°F
Fall (September to November)
Autumn offers vibrant foliage and pleasant temperatures, making it a perfect time for sightseeing and outdoor adventures here.
Average Temperature Daytime: 60-70°F - Nighttime: 45-55°F
Off-Season Highlights
Spring (March to May)
In spring, the region comes alive with blooming flowers and mild weather, providing a quieter time to experience its natural charm.
Average Temperature Daytime: 50-65°F - Nighttime: 35-45°F
Winter (December to February)
Winter brings cooler temperatures and a peaceful atmosphere, ideal for those seeking a cozy retreat amidst scenic winter landscapes.
Average Temperature Daytime: 30-40°F - Nighttime: 20-30°F
Weekly Weather Forecast for Worcester County
How to Book Your Worcester County Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Worcester County
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy access to spacious outdoor patios or decks perfect for relaxing and entertaining.
- Take advantage of communal or private swimming pools available at some properties in the region.
- Benefit from well-maintained gardens or landscaped yards that add to your outdoor experience.
- Make use of outdoor grilling facilities or BBQs to savor meals al fresco during your stay.
- Relax in cozy outdoor seating areas designed for enjoying the scenic views of the surrounding area.
- Explore nearby hiking trails or walking paths directly accessible from your rental property.
- Utilize outdoor recreational amenities such as tennis courts, volleyball nets, or sports fields often found in the area.
Top Attractions Around Worcester County
What attractions are nearby?
Within the region, you can enjoy a variety of outdoor activities and cultural experiences that make your stay memorable, all conveniently accessible from your vacation rentals nearby.
Family Activities
- EcoTarium: Explore engaging indoor and outdoor exhibits focused on science and nature, perfect for family discovery in the area.
- Worcester Art Museum: Introduce your family to diverse collections of art that inspire creativity and cultural appreciation here in this vibrant region.
- Pettengill Farm: Enjoy a hands-on farm experience with seasonal activities and animal encounters, ideal for children visiting the area.
- Fitchburg Art Museum: Experience family-friendly art programs and exhibits that make cultural exploration accessible in this part of Massachusetts.
Adult Activities
- Explore the Blackstone River Valley: Discover scenic walking and biking trails along the historic river, offering a peaceful escape within this region.
- Visit local wineries and breweries: Sample regional wines and craft beers at popular establishments, showcasing the area's growing beverage scene.
- Enjoy outdoor recreation at state parks: Engage in activities like hiking, kayaking, and picnicking amidst natural beauty just outside urban centers.
- Experience cultural attractions and museums: Dive into local history and arts at renowned spots that highlight the area's rich heritage.
Other Places to Stay in Worcester County, MA
Massachusetts
Milford
Worcester
West Wareham
Central Business District
Leominster
Silver Beach
Glendale
Sturbridge
Westborough
Lenox Dale
Worcester County Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Attractions: Take advantage of the region’s popular spots to get a true sense of this destination’s unique charm and culture.
- Plan Outdoor Activities: Make the most of the area's natural beauty by scheduling outdoor adventures that showcase the scenic landscapes.
- Discover Dining Options: Sample local cuisines at nearby eateries to enjoy authentic flavors that reflect the region's culinary heritage.
- Optimize Your Stay With Seasonal Events: Check out seasonal festivals or events happening here to enrich your experience during your visit.
Transportation Options
- Worcester Regional Transit Authority (WRTA): This public transportation system offers reliable bus services throughout the area, making it easy to explore local attractions from your vacation rental.
- Amtrak Service: Enjoy convenient train travel with Amtrak routes connecting here to major cities, providing a comfortable and scenic way to reach your destination.
- Local Taxi and Rideshare Services: Taxis and popular rideshare options like Uber and Lyft are readily available for flexible and on-demand transportation across the region.
- Rental Car Agencies: Several rental agencies operate nearby, offering the freedom to explore Worcester County at your own pace during your stay.
Local Customs Options
- Polish Heritage Celebrations: Embrace the area's rich Polish roots by participating in traditional festivals that celebrate its cultural heritage here.
- Clam Chowder and Seafood Etiquette: Savor local seafood dishes like clam chowder, and observe regional dining customs that highlight the region’s maritime influences.
- New England Hospitality: Experience the warm welcome typical of this destination, where friendly interactions and community events are valued traditions.
- Historical Jonathan Belcher Day: Cherish the reenactments and ceremonies rooted in the area's colonial history, reflecting long-standing local customs here.
Frequently Asked Questions About Worcester County?
1. What are the top vacation rentals in Worcester County?
There are a lot of options in Worcester County. If you plan on staying in the Worcester County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Worcester County:
- The Playhouse: 7,000 Sq Ft of Berkshires Modern Luxury & History
- Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore
- Waterfront Home with Stunning Views . Dog friendly , and great fishing !
- Howarth House B&B
- Modern Cottage in the heart of the Berkshires with new exterior flex space!
- Tranquil 3 BR Stockbridge House w/Private Deck!
- Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
- Stella Maris, 6 bedroom 3 bath coastal home, water views, private access
- Contemporary house on 8 acres of wild flowers, trees and trails; pet friendlyn
- Vacation or work away from home! Private Beach Lakefront Cottage in Lenox MA
2. How many vacation rentals have private pools in Worcester County?
There are 44 vacation rentals with private pools near Worcester County. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Worcester County are best for families?
If you are looking for a family-friendly vacation home in Worcester County, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Worcester County:
4. How many Rentbyowner vacation rentals are available in Worcester County?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 1026 in the Worcester County area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Worcester County.
5. What is the cancellation policy for vacation rentals in Worcester County, Massachusetts?
Cancellation policies vary depending on the property owner or manager. To ensure clarity, review the specific listing details and contact the host directly if you have questions about cancellation terms before booking.
6. How do I find available dates and confirm my stay at a vacation rental here?
You can check the availability calendar on the listing page and submit a reservation request online. If you need assistance, reaching out to the property owner can help confirm your desired dates and answer any specific questions.
7. Are there any additional fees associated with booking a vacation rental in this area?
Additional charges such as cleaning fees, service fees, or taxes are typically outlined in the listing details. Always review the total cost before completing your booking to understand all applicable fees.
8. Can I request special amenities or accommodations during my stay?
Many hosts are willing to accommodate special requests, but it’s best to contact the property owner directly before booking to confirm whether your needs can be met.
9. What should I do if I encounter issues during my stay in a vacation rental here?
In case of problems, contact the property owner or local support team listed on the booking platform. They are there to assist you with immediate concerns to ensure a smooth stay.
Worcester County Top Rated Vacation Rentals
House
10.0(45 Reviews)
3 Bedrooms
1 Bath
6 Guests
1300 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
AU $395/Night
7 Nights - AU $2,764
House
10.0(6 Reviews)
5 Bedrooms
4 Baths
14 Guests
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
AU $2,107/Night
7 Nights - AU $14,752
Condo
10.0(4 Reviews)
4 Bedrooms
4 Baths
14 Guests
2500 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
AU $647/Night
7 Nights - AU $4,527
House
10.0(3 Reviews)
4 Bedrooms
3 Baths
8 Guests
2500 ft²
- Hot Tub
- Skiing
- Fireplace/Heating
- Pool
AU $955/Night
7 Nights - AU $6,685
Condo
10.0(2 Reviews)
4 Bedrooms
3 Baths
9 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
AU $721/Night
7 Nights - AU $5,048
Hotel
10.0(1 Review)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
AU $1,218/Night
7 Nights - AU $8,527
Hotel
10.0(1 Review)
2 Baths
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
AU $652/Night
7 Nights - AU $4,565
House
10.0(1 Review)
3 Bedrooms
2 Baths
8 Guests
1500 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
AU $576/Night
7 Nights - AU $4,029
