Best Vacation Homes in Randolph
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
R2,080/Night
For 7 Nights R14,556
13863.92 ft²
8 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- View
R20,164/Night
For 7 Nights R141,142
1 Bathroom
Family Friendly
Hotel
- Pool
- Breakfast
- Kitchen
R2,092/Night
For 7 Nights R14,638
2181 ft²
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R2,243/Night
For 7 Nights R15,706
107.64 ft²
2 Guests
1 Bedroom
1 Bathroom
Couples Retreat
House
- Fireplace/Heating
- Balcony/Terrace
- View
R1,145/Night
For 7 Nights R8,017
1 Guest
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
R1,479/Night
For 7 Nights R10,350
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
R1,534/Night
For 7 Nights R10,728
650 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R2,180/Night
For 7 Nights R15,263
Randolph Luxury Rentals
4 Bathrooms
Family Friendly
Hotel
- Fireplace/Heating
- Kitchen
- Parking
R25,929/Night
For 7 Nights R181,508
16 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R25,225/Night
For 7 Nights R176,579
4 Bathrooms
Family Friendly
Hotel
- Fireplace/Heating
- Kitchen
- Parking
R23,343/Night
For 7 Nights R163,403
4004.17 ft²
16 Guests
1 Bedroom
3 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- Parking
- Air Conditioner
R22,784/Night
For 7 Nights R159,493
3000 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
R19,269/Night
For 7 Nights R134,882
3 Bathrooms
Family Friendly
Hotel
- Fireplace/Heating
- Kitchen
- Parking
R18,571/Night
For 7 Nights R130,003
3 Bathrooms
Family Friendly
Hotel
- Fireplace/Heating
- Kitchen
- Parking
R18,021/Night
For 7 Nights R126,142
1900 ft²
9 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R16,654/Night
For 7 Nights R116,580
Randolph Pet Friendly Vacation Rentals
3500 ft²
12 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Spa
- Fireplace/Heating
- Pet Friendly
R16,335/Night
For 7 Nights R114,346
1496.18 ft²
20 Guests
4 Bedrooms
2 Bathrooms
Free Cancellation
Apartment
- Fireplace/Heating
- Balcony/Terrace
- View
R12,134/Night
For 7 Nights R84,938
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Pet Friendly
- Kitchen
R7,702/Night
For 7 Nights R53,904
1800 ft²
8 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
R12,276/Night
For 7 Nights R85,940
96.88 ft²
8 Guests
4 Bedrooms
2 Bathrooms
House
- Fireplace/Heating
- Pet Friendly
- Parking
R7,006/Night
For 7 Nights R49,041
20 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
R6,144/Night
For 7 Nights R43,011
1800 ft²
8 Guests
4 Bedrooms
2 Bathrooms
Pet Friendly
House
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
R14,832/Night
For 7 Nights R103,815
2800 ft²
8 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
R13,786/Night
For 7 Nights R96,504
Randolph Large Vacation Homes
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R14,697/Night
For 7 Nights R102,879
3164.59 ft²
10 Guests
4 Bedrooms
4 Bathrooms
House
- Hot Tub
- Pool
- Parking
R11,681/Night
For 7 Nights R81,767
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R4,328/Night
For 7 Nights R30,295
18 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
R8,203/Night
For 7 Nights R57,419
18 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
R7,554/Night
For 7 Nights R52,885
Why Choose Rent By Owner for your Randolph 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 Randolph
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit here ensures you experience the region's unique charm at its best, whether you're seeking vibrant local events or tranquil moments in this destination's scenic surroundings.
Peak Season Highlights
Summer (June to August)
Enjoy warm weather and longer daylight hours, making it an ideal time to explore outdoor activities and local attractions in this destination.
Average Temperature Daytime: around 75°F to 85°F - Nighttime: around 60°F to 65°F
Fall (September to November)
Experience the vibrant colors of autumn foliage, perfect for scenic drives and outdoor adventures during this popular season.
Average Temperature Daytime: around 65°F to 75°F - Nighttime: around 50°F to 55°F
Off-Season Highlights
Winter (December to February)
This quieter period offers fewer crowds and a chance to enjoy the region’s peaceful winter landscape, ideal for cozy stays.
Average Temperature Daytime: around 30°F to 40°F - Nighttime: around 20°F to 25°F
Spring (March to May)
As the area awakens from winter, it presents a less crowded environment with mild temperatures perfect for exploring nearby outdoor scenery.
Average Temperature Daytime: around 50°F to 60°F - Nighttime: around 35°F to 45°F
Weekly Weather Forecast for Randolph
How to Book Your Randolph 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 Randolph
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 with a patio or picnic area to make the most of warm weather.
- Take advantage of a spacious backyard or garden for relaxing or outdoor activities.
- Make use of private or shared outdoor seating areas for socializing and unwinding.
- Benefit from well-maintained walking paths or trails nearby for outdoor exploration.
- Utilize outdoor grills or barbecue facilities to host cookouts during your stay.
- Relax on a deck or balcony that offers views of the surrounding scenery.
- Take advantage of designated parking spaces with easy access to outdoor amenities.
Top Attractions Around Randolph
What attractions are nearby?
Within this destination, you can enjoy a variety of outdoor activities and local attractions that showcase the charm of the area, perfect for making the most of your stay in this region’s inviting environment.
Family Activities
- Blue Hills Reservation: Explore the scenic trails and outdoor activities within this natural preserve just outside the city, perfect for family hikes and picnics.
- South Shore YMCA Family Activities: Engage in a variety of indoor and outdoor programs designed to keep children and parents active and entertained throughout your stay.
- F. L. S. M. Art Center: Discover creative workshops and art exhibits that inspire young artists and provide fun cultural experiences for all ages.
- Randolph Community Forest: Enjoy leisurely walks and nature exploration in this peaceful forest area, ideal for family adventures close to your vacation rental.
Adult Activities
- Exploring the Blue Hills Reservation: Engage in outdoor adventures like hiking and scenic walks within this expansive natural area, offering stunning views just a short drive away.
- Visiting the South Shore Plaza Mall: Enjoy shopping, dining, and entertainment options at one of the region's premier retail destinations, perfect for a leisurely day out.
- Discovering the local history at the Randolph Historical Society: Learn about the area's rich heritage through exhibits and programs that provide insight into its cultural past.
- Enjoying water activities at nearby lakes and beaches: Relax and unwind with swimming, kayaking, or picnicking at scenic spots conveniently accessible from here.
Randolph Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Transportation: Arranging your transportation in advance ensures smooth travel within the area, allowing you to maximize your time exploring local attractions and amenities.
- Explore Local Dining Options: Take advantage of nearby restaurants and cafes to experience authentic regional flavors and make your stay more memorable.
- Discover Nearby Activities: Check out local parks, cultural spots, or outdoor adventures that showcase the best of what this destination has to offer.
- Communicate with Your Host: Maintaining clear communication with your vacation rental host can provide valuable insider tips and ensure a comfortable stay.
Transportation Options
- Shuttle Services: Local shuttle options provide convenient transportation around the area, making it easy to explore this region without the hassle of driving.
- Public Transit (MBTA): The Massachusetts Bay Transportation Authority offers bus and commuter rail services that connect travelers to the broader Boston metropolitan area from here.
- Car Rentals: Multiple car rental companies operate nearby, giving you the flexibility to explore at your own pace within this destination and beyond.
- Taxis and Rideshare Services: Taxis and popular rideshare apps are readily available, providing reliable mobility throughout the local area for visitors staying in vacation rentals.
Local Customs Options
- Local Seafood Cuisine: You’ll find that savoring fresh seafood is a cherished tradition here, reflecting the region’s rich maritime heritage.
- Community Festivals: Participating in seasonal festivals offers a glimpse into this destination’s friendly spirit and local traditions.
- Historical Preservation: Respect for historical sites remains a key aspect of the area's identity, enhancing your understanding of its cultural roots.
- Religious Celebrations: Observing local religious events provides insight into the community’s values and longstanding customs.
Frequently Asked Questions About Randolph?
1. What are the top vacation rentals in Randolph?
There are a lot of options in Randolph. If you plan on staying in the Randolph area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Randolph:
- 3 Bedroom 1.5 Bath home minutes from Boston! Beautifully decorated and cozy.
- Spacious luxury home, 22 min from Boston and 20 min from Gillette Stadium.
- #WorldCup2026 only 31 km away 4 BR, 2 BA U1
- Pet-Friendly 4BR Home in Randolph with 4 Parking Spaces 17
- #WorldCup2026 only 31 km awaynSpaciously Convenient Lake House 4 BR, 2 BA, Unit2
- The Charles-South Shore
- Soaking Tub Luxury 3-Bedroom Tonwhouse
- #WorldCup2026 only 28 km away Spacious 4BR Home
- Charming house with WiFi and AC in superb Randolph
- #WorldCup2026 only 28 km away 3BR 2.5BAnHidden Gem Lake House 6 ppl
2. Which vacation homes in Randolph are best for families?
If you are looking for a family-friendly vacation home in Randolph, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Randolph:
3. How many Rentbyowner vacation rentals are available in Randolph?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 66 in the Randolph 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 Randolph.
4. What is the cancellation policy for vacation rentals in Randolph, Massachusetts?
The cancellation policy varies by listing, so you should review the specific terms on each property’s page or contact the owner directly to understand the options available for your reservation.
5. Are there any additional fees I should be aware of when booking a vacation rental in this area?
Additional fees such as cleaning, service charges, or security deposits are listed upfront on each listing. For detailed information, review the property details or reach out to the host before confirming your booking.
6. How do I ensure my reservation is secure when booking through this platform?
Reservations are protected by the platform's secure payment system and verified host profiles. For peace of mind, always book through official channels and communicate with hosts through the platform’s messaging system.
7. Can I find pet-friendly vacation rentals in this destination?
Many properties specify whether they allow pets in their listing descriptions. You can filter your search to find pet-friendly options or contact the owner directly to confirm pet policies.
8. What amenities are typically available in vacation rentals here?
Amenities vary by property but often include essentials like Wi-Fi, parking, kitchens, and laundry facilities. Check individual listings for a full list of amenities and contact hosts if you have specific needs.
Randolph Top Rated Vacation Rentals
538.2 ft²
6 Bathrooms
Family Friendly
Hotel
- Private Pool
- Fireplace/Heating
- Pool
R10,137/Night
For 7 Nights R70,957
R2,242/Night
For 7 Nights R15,690
317.54 ft²
12 Bathrooms
Ocean View
Hotel
- Private Pool
- Oceanfront
- Fireplace/Heating
R3,643/Night
For 7 Nights R25,498
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pool
- Pet Friendly
R3,680/Night
For 7 Nights R25,761
