Best Vacation Homes in Worcester County
1600 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $477/Night
For 7 Nights US $3,336
172.22 ft²
6 Guests
3 Bedrooms
3 Bathrooms
Bed & Breakfast
- Skiing
- Fireplace/Heating
- Balcony/Terrace
US $225/Night
For 7 Nights US $1,575
1 Bedroom
1 Bathroom
Family Friendly
Bed & Breakfast
- Private Pool
- Fireplace/Heating
- Pool
US $235/Night
For 7 Nights US $1,645
1250 ft²
5 Guests
2 Bedrooms
1 Bathroom
Ocean View
Cottage
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $334/Night
For 7 Nights US $2,338
3003.13 ft²
6 Guests
3 Bedrooms
3 Bathrooms
Free Cancellation
House
- Private Beach
- Fireplace/Heating
- Ocean View
US $324/Night
For 7 Nights US $2,268
700 ft²
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
Apartment
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $211/Night
For 7 Nights US $1,477
1950 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $314/Night
For 7 Nights US $2,199
1000 ft²
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
Apartment
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $307/Night
For 7 Nights US $2,146
Worcester County Luxury Rentals
8 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $4,561/Night
For 7 Nights US $31,929
16 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $3,066/Night
For 7 Nights US $21,462
12 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $2,299/Night
For 7 Nights US $16,095
16 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $2,191/Night
For 7 Nights US $15,334
21 Guests
6 Bedrooms
3 Bathrooms
Group Friendly
House
- Fireplace/Heating
- Air Conditioner
- Internet
US $2,157/Night
For 7 Nights US $15,096
4250 ft²
8 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $2,072/Night
For 7 Nights US $14,506
5500.36 ft²
8 Guests
4 Bedrooms
5 Bathrooms
Ocean View
Villa
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $2,066/Night
For 7 Nights US $14,462
15 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $1,896/Night
For 7 Nights US $13,269
Worcester County Pet Friendly Vacation Rentals
1111 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Couples Retreat
Apartment
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
US $236/Night
For 7 Nights US $1,652
1937.5 ft²
2 Guests
1 Bedroom
1 Bathroom
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
US $460/Night
For 7 Nights US $3,220
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $418/Night
For 7 Nights US $2,925
4 Guests
2 Bedrooms
1 Bathroom
Couples Retreat
House
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
US $293/Night
For 7 Nights US $2,049
14 Guests
3 Bedrooms
2 Bathrooms
Free Cancellation
Apartment
- Pet Friendly
- Parking
- Air Conditioner
US $516/Night
For 7 Nights US $3,610
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $264/Night
For 7 Nights US $1,851
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $218/Night
For 7 Nights US $1,524
5 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $327/Night
For 7 Nights US $2,292
Worcester County Large Vacation Homes
10 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $577/Night
For 7 Nights US $4,038
1797.57 ft²
5 Guests
1 Bedroom
3 Bathrooms
Villa
- View
- Parking
- Air Conditioner
US $227/Night
For 7 Nights US $1,587
US $895/Night
For 7 Nights US $6,265
10 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $346/Night
For 7 Nights US $2,424
1302.43 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Villa
- Pool
- Balcony/Terrace
- View
US $492/Night
For 7 Nights US $3,441
7000 ft²
20 Guests
6 Bedrooms
5 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $1,194/Night
For 7 Nights US $8,358
9484 ft²
13 Guests
5 Bedrooms
5 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
US $1,202/Night
For 7 Nights US $8,416
10 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $764/Night
For 7 Nights US $5,348
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
Sturbridge
Glendale
Westborough
Silver Beach
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!
- Stella Maris, 6 bedroom 3 bath coastal home, water views, private access
- Private Resort Like Getaway - Close to Wachusett Mountain Ski Resort!
- Vacation or work away from home! Private Beach Lakefront Cottage in Lenox MA
- Contemporary house on 8 acres of wild flowers, trees and trails; pet friendlyn
2. How many vacation rentals have private pools in Worcester County?
There are 42 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 997 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
1300 ft²
6 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $257/Night
For 7 Nights US $1,797
14 Guests
5 Bedrooms
4 Bathrooms
Ocean View
House
- Fireplace/Heating
- Pool
- Ocean View
US $990/Night
For 7 Nights US $6,928
2500 ft²
14 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
Condo
- Hot Tub
- Fireplace/Heating
- Pool
US $371/Night
For 7 Nights US $2,599
4200 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Private Pool
- Pool
- Balcony/Terrace
US $1,078/Night
For 7 Nights US $7,547
2500 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
Other
- Hot Tub
- Skiing
- Fireplace/Heating
US $620/Night
For 7 Nights US $4,338
9 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $510/Night
For 7 Nights US $3,571
800 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $167/Night
For 7 Nights US $1,166
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $510/Night
For 7 Nights US $3,573
