Best Vacation Homes in Sturbridge
House
10.0(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
Fireplace/Heating
Pet Friendly
Air Conditioner
Child Friendly
R4,823/Night
7 Nights - R33,767
Bed & Breakfast
10.0(2 Reviews)
3 Bedrooms
1 Bath
6 Guests
Balcony/Terrace- Pet Friendly
Parking- Air Conditioner
R1,467/Night
7 Nights - R10,267
House
4.8(115 Reviews)
1 Bedroom
1 Bath
- Parking
Internet- Child Friendly
Security/Safety
R4,335/Night
7 Nights - R30,339
Apartment
10.0(2 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Pet Friendly
Kitchen- Air Conditioner
R3,588/Night
7 Nights - R25,115
Cabin
6.3(339 Reviews)
52 Bedrooms
2 Baths
12 Guests
182.99 ft²
- Fireplace/Heating
- Balcony/Terrace
View- Pet Friendly
R1,611/Night
7 Nights - R11,272
Apartment
9.6(9 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
R3,221/Night
7 Nights - R22,544
Apartment
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R4,694/Night
7 Nights - R32,861
Apartment
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
R1,974/Night
7 Nights - R13,827
Sturbridge Luxury Rentals
House
9.8(56 Reviews)
6 Bedrooms
4 Baths
25 Guests
5500 ft²
Private Pool
Oceanfront
Hot Tub- Fireplace/Heating
R30,038/Night
7 Nights - R210,265
House
9.6(21 Reviews)
3 Bedrooms
2 Baths
8 Guests
1930 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R13,717/Night
7 Nights - R96,028
House
9.8(89 Reviews)
3 Bedrooms
2 Baths
8 Guests
1400 ft²
- Fireplace/Heating
Ocean View- Balcony/Terrace
- View
R12,021/Night
7 Nights - R84,146
House
9.4(12 Reviews)
3 Bedrooms
2 Baths
5 Guests
1200 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R10,582/Night
7 Nights - R74,077
House
10.0(3 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R10,474/Night
7 Nights - R73,318
House
9.8(23 Reviews)
3 Bedrooms
1 Bath
14 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
R8,678/Night
7 Nights - R60,744
House
10.0(30 Reviews)
3 Bedrooms
1 Bath
8 Guests
1250 ft²
Spa- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R5,335/Night
7 Nights - R37,343
House
10.0(13 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R4,584/Night
7 Nights - R32,086
Sturbridge Pet Friendly Vacation Rentals
Cottage
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
Pool- Ocean View
- Balcony/Terrace
R1,677/Night
7 Nights - R11,734
Hotel
8.5(948 Reviews)
5 Baths
333.68 ft²
- Oceanfront
- Spa
- Fireplace/Heating
- Pool
R2,675/Night
7 Nights - R18,721
Hotel
7.8(1001 Reviews)
1 Bath
Breakfast- Pet Friendly
- Kitchen
- Parking
R1,705/Night
7 Nights - R11,931
House
9.6(5 Reviews)
4 Bedrooms
2 Baths
8 Guests
3200 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R5,733/Night
7 Nights - R40,128
Hotel
8.5(528 Reviews)
1 Bath
344.44 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
R2,713/Night
7 Nights - R18,985
House
4 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Pet Friendly
- Internet
- Child Friendly
R6,502/Night
7 Nights - R45,517
House
2 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Fireplace/Heating
- Pet Friendly
- Kitchen
R5,365/Night
7 Nights - R37,557
House
3 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R4,723/Night
7 Nights - R33,058
Sturbridge Large Vacation Homes
House
10.0(17 Reviews)
4 Bedrooms
3 Baths
10 Guests
1800 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
R7,640/Night
7 Nights - R53,477
House
6 Bedrooms
4 Baths
18 Guests
5200 ft²
- Private Pool
- Pool
- Air Conditioner
- Internet
R20,962/Night
7 Nights - R146,736
Why Choose Rent By Owner for your Sturbridge 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 Sturbridge
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit here can enhance your experience, as the region offers distinct attractions and seasonal beauty that align with different times of the year.
Peak Season Highlights
Late Spring to Early Summer (May to June)
During this time, you can enjoy the region's mild weather and lush landscapes, making it ideal for outdoor activities and exploring local attractions.
Average Temperature Daytime: around 70°F to 75°F - Nighttime: around 50°F to 55°F
Fall (September to October)
This period offers vibrant fall foliage and comfortable temperatures, perfect for immersing yourself in the area's natural beauty and seasonal festivities.
Average Temperature Daytime: about 65°F to 70°F - Nighttime: around 45°F to 50°F
Off-Season Highlights
Winter (December to February)
Visit during the winter months for fewer crowds and a peaceful atmosphere, while enjoying crisp air and scenic winter views in this destination.
Average Temperature Daytime: roughly 30°F to 40°F - Nighttime: around 20°F to 25°F
Early Spring (March to April)
As the area begins to thaw, this off-peak season provides a quieter experience with early signs of spring and fewer visitors seeking indoor relaxation.
Average Temperature Daytime: approximately 45°F to 55°F - Nighttime: around 30°F to 40°F
Weekly Weather Forecast for Sturbridge
How to Book Your Sturbridge 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 Sturbridge
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 outdoor dining areas perfect for meals in the fresh air.
- Relax by a private or shared swimming pool to unwind after exploring the region.
- Take advantage of well-maintained patios or decks for outdoor entertaining and gatherings.
- Make the most of landscaped gardens or yard spaces ideal for outdoor activities.
- Utilize barbecue grills for outdoor cooking and family cookouts.
- Experience outdoor fire pits for cozy evenings under the stars.
- Explore nearby hiking trails or nature walks accessible from your rental property.
Top Attractions Around Sturbridge
What attractions are nearby?
During your stay, you'll find a variety of outdoor activities and cultural experiences nearby, allowing you to explore the charming region and enjoy its scenic beauty and local attractions.
Family Activities
- Old Sturbridge Village: Step back in time at this living history museum, where interactive exhibits and costumed interpreters bring early American life to your family's exploration.
- Bridge of Flowers: Stroll through this beautifully maintained botanical garden along the historic bridge, offering vibrant floral displays that captivate visitors of all ages.
- Pompeii Archaeological Site: Discover fascinating ancient ruins at this nearby archaeological site, perfect for sparking curiosity and providing an educational experience for your family.
Adult Activities
- Historic Sturbridge Village: Step back in time by exploring this living history museum that showcases life in early New England through authentic demonstrations and restored buildings.
- Old Sturbridge Inn & Reeder Family Lodges: Enjoy a relaxing retreat with scenic surroundings, perfect for unwinding after engaging in regional cultural activities.
- Quinebaug River Activities: Experience kayaking or tubing along the river for a peaceful way to appreciate the natural beauty of the region.
- Golfing at local courses: Play a round of golf at nearby courses designed amidst the area's picturesque landscapes for a leisure-filled day out.
Other Places to Stay in Sturbridge, MA
Wilton s Children Store
Southbridge
Gilbertville
Old Sturbridge Village
Gilbertville Covered Bridge
Hardwick Vineyard and Winery
Stageloft Repertory Theater
Brimfield Antique Show
Orchard and Brewery
Fiskdale
Dudley
Sturbridge Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Visit During Local Events: Schedule your stay to coincide with seasonal festivals or community events that showcase the region's rich culture and charm.
- Explore Nearby Natural Attractions: Take advantage of the area's scenic landscapes by visiting local parks and outdoor spots to enjoy the natural beauty around your vacation rental.
- Discover Authentic Local Cuisine: Dine at eateries within the region to experience the area's culinary heritage and add a genuine flavor to your trip.
- Utilize Local Transportation Options: Consider exploring the area with available transportation services to make sightseeing more convenient and enhance your overall experience.
Transportation Options
- Amtrak Train Service: You can enjoy convenient rail travel connecting this destination to major cities across the region, making it easy to explore without the hassle of driving.
- Local Bus Transit: The area is served by local transit options that provide affordable and reliable transportation throughout this part of Massachusetts.
- Car Rentals: Renting a vehicle here offers flexibility and ease when exploring the scenic sights and attractions in the surrounding region.
- Taxi and Ride-Sharing Services: On-demand taxis and ride-sharing options are readily available for quick and comfortable trips within this area.
Local Customs Options
- Historical Preservation:** Respect for the area's rich history is evident through local customs that celebrate and maintain its colonial-era architecture and traditions.
- Community Festivals:** Participating in seasonal festivals and fairs reflects the region’s strong sense of community and appreciation for its cultural heritage.
- Local Cuisine:** Enjoying regional dishes at local eateries highlights a tradition of hospitality and culinary pride unique to this destination.
- Environmental Respect:** The community values conservation efforts, encouraging visitors to preserve the natural beauty that makes here so special.
Frequently Asked Questions About Sturbridge?
1. What are the top vacation rentals in Sturbridge?
There are a lot of options in Sturbridge. If you plan on staying in the Sturbridge area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Sturbridge:
- Hardwick Hygge contemporary retreat with lake views
- Farm stay in Southbridge, Massachusetts
- Lakeside Getaway! Gorgeous views! Sleeps 8+
- Charming 2-bedroom house in Terrific Sturbridge with AC
- Spacious 2 Bedroom 1 Bath apt
- Bird Hill Farm
- Affordable Sturbridge Stay with Onsite Parking, Cozy Beds & Free Breakfast
- Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
- Impressive Unique Waterfront Pool Resort Country Estate
- Beautiful Lakefront Home in Heart of Massachusetts Near Antiquing and Breweries
2. How many vacation rentals have private pools in Sturbridge?
There are 1 vacation rentals with private pools near Sturbridge. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Sturbridge are best for families?
If you are looking for a family-friendly vacation home in Sturbridge, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Sturbridge:
4. How many Rentbyowner vacation rentals are available in Sturbridge?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 64 in the Sturbridge 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 Sturbridge.
5. What is the cancellation policy for vacation rentals in this area?
The cancellation policy varies by property, so it is important to review the specific listing details or contact the property owner directly to understand the terms and any potential fees associated with canceling your booking.
6. How do I check the availability of a vacation rental in this destination?
Availability can be checked through the listing page, where you can select your preferred dates. If you have specific questions or need confirmation, reaching out to the property owner is recommended for the most accurate information.
7. Are there any additional fees or deposits required when booking here?
Many properties may require a security deposit or cleaning fee, which will be detailed on the listing. For clarity on all charges, review the listing description carefully or contact the owner directly before completing your reservation.
8. What amenities are typically included in vacation rentals in this region?
Most rentals offer essential amenities such as Wi-Fi, kitchen facilities, and parking. Specific features vary by property, so it’s best to review the listing for a comprehensive list of what’s included and reach out if you have special requirements.
9. Is there a minimum stay requirement when booking vacation rentals here?
Minimum stay policies depend on the individual property and the time of year. Details about stay length are provided on each listing, and contacting the property owner can help confirm any restrictions or special conditions.
Sturbridge Top Rated Vacation Rentals
R1,977/Night
7 Nights - R13,843
Resort
9.0(1629 Reviews)
1 Bath
- Spa
- Fireplace/Heating
- Pool
- Balcony/Terrace
R1,638/Night
7 Nights - R11,470
Hotel
9.0(1002 Reviews)
1 Bath
- Pool
- Balcony/Terrace
- Breakfast
- Kitchen
R2,144/Night
7 Nights - R14,997
Hotel
8.7(1031 Reviews)
5 Baths
368.13 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
R3,170/Night
7 Nights - R22,182
R1,796/Night
7 Nights - R12,574
R2,769/Night
7 Nights - R19,380
Hotel
8.0(1001 Reviews)
1 Bath
- Pool
- Balcony/Terrace
- Breakfast
- Kitchen
R1,509/Night
7 Nights - R10,564
Hotel
7.9(190 Reviews)
8 Baths
269.1 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R1,434/Night
7 Nights - R10,036
