Discover Your Perfect Randolph Vacation Homes

Best Vacation Homes in Randolph

House
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6 Bedrooms 4 Baths 15 Guests
  • Fireplace/Heating
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CA $1,445/Night 7 Nights - CA $10,119
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Apartment
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like-icon10.0
Exceptional
(3 Reviews)
4 Bedrooms 2 Baths 8 Guests 13863.92 ft²
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CA $1,711/Night 7 Nights - CA $11,974
Hotel
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like-icon8.8
Fabulous
(1004 Reviews)
1 Bath
  • Pool
    Pool
  • Breakfast
    Breakfast
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CA $280/Night 7 Nights - CA $1,961
New
Apartment
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1 Bedroom 1 Bath 2 Guests 500 ft²
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CA $270/Night 7 Nights - CA $1,887
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Apartment
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like-icon9.0
Exceptional
(2 Reviews)
4 Bedrooms 2 Baths 20 Guests 1496.18 ft²
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CA $1,029/Night 7 Nights - CA $7,206
House
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like-icon9.6
Exceptional
(19 Reviews)
1 Bedroom 1 Bath 2 Guests
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CA $179/Night 7 Nights - CA $1,253
House
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like-icon9.2
Exceptional
(15 Reviews)
1 Bedroom 1 Bath 3 Guests 2181 ft²
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CA $190/Night 7 Nights - CA $1,332
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like-icon9.0
Exceptional
(6 Reviews)
1 Bedroom 1 Bath 1 Guest
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CA $133/Night 7 Nights - CA $930

Randolph Luxury Rentals

House
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like-icon9.0
Exceptional
(10 Reviews)
5 Bedrooms 4 Baths 16 Guests
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CA $2,110/Night 7 Nights - CA $14,770
House
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like-icon8.3
Excellent
(4 Reviews)
5 Bedrooms 3 Baths 16 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Parking
    Parking
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CA $1,933/Night 7 Nights - CA $13,531
Hotel
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like-icon2.0
Average
(1 Review)
4 Baths
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CA $1,492/Night 7 Nights - CA $10,441
New
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House
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6 Bedrooms 3 Baths 15 Guests 1496.18 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
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CA $1,378/Night 7 Nights - CA $9,642
Hotel
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4 Baths
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    Fireplace/Heating
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    Kitchen
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CA $1,322/Night 7 Nights - CA $9,252
House
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5 Bedrooms 2 Baths 9 Guests 1900 ft²
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CA $1,270/Night 7 Nights - CA $8,888
House
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like-icon10.0
Exceptional
(13 Reviews)
4 Bedrooms 3 Baths 12 Guests 3500 ft²
  • Spa
    Spa
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    Fireplace/Heating
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CA $1,243/Night 7 Nights - CA $8,702
House
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like-icon8.6
Fabulous
(8 Reviews)
4 Bedrooms 2 Baths 10 Guests
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CA $1,238/Night 7 Nights - CA $8,663

Randolph Pet Friendly Vacation Rentals

House
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like-icon10.0
Exceptional
(6 Reviews)
4 Bedrooms 2 Baths 8 Guests 1800 ft²
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    Fireplace/Heating
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    Pet Friendly
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CA $1,147/Night 7 Nights - CA $8,028
House
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like-icon9.0
Exceptional
(2 Reviews)
4 Bedrooms 2 Baths 8 Guests 96.88 ft²
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    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
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CA $594/Night 7 Nights - CA $4,161
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Cottage
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like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
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CA $653/Night 7 Nights - CA $4,573
House
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like-icon10.0
Exceptional
(6 Reviews)
4 Bedrooms 2 Baths 20 Guests
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CA $772/Night 7 Nights - CA $5,405
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Hotel
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like-icon9.1
Exceptional
(172 Reviews)
6 Baths 538.2 ft²
  • Private Pool
    Private Pool
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    Fireplace/Heating
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CA $860/Night 7 Nights - CA $6,020
House
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like-icon10.0
Exceptional
(3 Reviews)
4 Bedrooms 2 Baths 8 Guests 1800 ft²
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    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
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CA $1,121/Night 7 Nights - CA $7,847
House
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like-icon9.8
Exceptional
(18 Reviews)
4 Bedrooms 2 Baths 8 Guests 2800 ft²
  • Hot Tub
    Hot Tub
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    Fireplace/Heating
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CA $1,030/Night 7 Nights - CA $7,213
House
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like-icon9.8
Exceptional
(8 Reviews)
3 Bedrooms 2 Baths 6 Guests 2400 ft²
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CA $990/Night 7 Nights - CA $6,930

Randolph Large Vacation Homes

House
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4 Bedrooms 2 Baths 18 Guests
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    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
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CA $641/Night 7 Nights - CA $4,487
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House
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like-icon7.0
Very Good
(1 Review)
4 Bedrooms 4 Baths 10 Guests 3164.59 ft²
  • Hot Tub
    Hot Tub
  • Pool
    Pool
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CA $991/Night 7 Nights - CA $6,937
Apartment
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like-icon8.8
Fabulous
(21 Reviews)
5 Bedrooms 2 Baths 18 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
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CA $696/Night 7 Nights - CA $4,871
House
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like-icon2.0
Average
(2 Reviews)
4 Bedrooms 2 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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CA $367/Night 7 Nights - CA $2,570

Why Choose Rent By Owner for your Randolph Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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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
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
autumn
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

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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
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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

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.

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.
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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.
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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?

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 68 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

Hotel
Map-icon
like-icon8.6
Fabulous
(958 Reviews)
1 Bath
  • Pool
    Pool
  • Breakfast
    Breakfast
More amenities
CA $241/Night 7 Nights - CA $1,689
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Hotel
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like-icon8.5
Fabulous
(647 Reviews)
12 Baths 317.54 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
CA $246/Night 7 Nights - CA $1,720
House
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2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
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    Pool
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CA $312/Night 7 Nights - CA $2,186