Discover Your Perfect Walpole Vacation Homes

Best Vacation Homes in Walpole

10.0
Exceptional
(9 Reviews)
750 ft² 2 Guests 1 Bedroom 1 Bathroom
Ocean View Condo
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
ZA R1,928/Night For 7 Nights ZA R13,492
10.0
Exceptional
(2 Reviews)
1496.18 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Apartment
  • View
  • Parking
  • Air Conditioner
ZA R5,200/Night For 7 Nights ZA R36,405
9.2
Exceptional
(1010 Reviews)
1 Bedroom 1 Bathroom
Family Friendly Hotel
  • Pool
  • Balcony/Terrace
  • Breakfast
ZA R2,732/Night For 7 Nights ZA R19,122
10.0
Exceptional
(8 Reviews)
650 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
ZA R2,261/Night For 7 Nights ZA R15,823
9.7
Exceptional
(3 Reviews)
10763.91 ft² 6 Guests 2 Bedrooms 1 Bathroom
Apartment
  • Fireplace/Heating
  • Parking
  • Air Conditioner
ZA R3,457/Night For 7 Nights ZA R24,193
10.0
Exceptional
(1 Review)
1500 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Fireplace/Heating
  • Kitchen
  • Parking
ZA R8,928/Night For 7 Nights ZA R62,502
10.0
Exceptional
(1 Review)
1 Guest 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
ZA R1,577/Night For 7 Nights ZA R11,030
9.4
Exceptional
(13 Reviews)
6 Guests 2 Bedrooms 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
ZA R9,167/Night For 7 Nights ZA R64,176

Walpole Luxury Rentals

New
8 Guests 1 Bedroom 4 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
Unlock the Best Price
New
3702.79 ft² 8 Guests 1 Bedroom 4 Bathrooms
Free Cancellation House
  • Pet Friendly
  • Parking
  • Air Conditioner
Unlock the Best Price
New
2700 ft² 11 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
ZA R91,189/Night For 7 Nights ZA R638,318
New
12 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Hot Tub
  • Spa
  • Fireplace/Heating
ZA R77,002/Night For 7 Nights ZA R539,017
New
10 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
ZA R64,369/Night For 7 Nights ZA R450,581
New
8 Guests 4 Bedrooms 4 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Kitchen
  • Parking
ZA R61,395/Night For 7 Nights ZA R429,769
New
6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
ZA R55,276/Night For 7 Nights ZA R386,930
New
4 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
ZA R55,001/Night For 7 Nights ZA R385,010

Walpole Pet Friendly Vacation Rentals

10.0
Exceptional
(5 Reviews)
3164 ft² 8 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
ZA R17,152/Night For 7 Nights ZA R120,064
8.0
Excellent
(2 Reviews)
3164.59 ft² 8 Guests 4 Bedrooms 3 Bathrooms
Free Cancellation House
  • Pet Friendly
  • Parking
  • Internet
ZA R10,827/Night For 7 Nights ZA R75,797
8.2
Excellent
(1001 Reviews)
1 Bedroom 1 Bathroom
Family Friendly Hotel
  • Breakfast
  • Pet Friendly
  • Kitchen
ZA R2,128/Night For 7 Nights ZA R14,903
10.0
Exceptional
(1 Review)
12 Guests 4 Bedrooms 2 Bathrooms
Family Friendly Villa
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
ZA R3,252/Night For 7 Nights ZA R22,765
New
1302.43 ft² 6 Guests 3 Bedrooms 1 Bathroom
Family Friendly House
  • Balcony/Terrace
  • View
  • Pet Friendly
ZA R17,303/Night For 7 Nights ZA R121,115
9.8
Exceptional
(26 Reviews)
2440 ft² 10 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Private Pool
  • Hot Tub
  • Fireplace/Heating
ZA R8,650/Night For 7 Nights ZA R60,549
8.0
Excellent
(1 Review)
1300 ft² 6 Guests 3 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
ZA R6,985/Night For 7 Nights ZA R48,896
7.6
Very Good
(8 Reviews)
6 Guests 3 Bedrooms 1 Bathroom
Pet Friendly Cottage
  • Fireplace/Heating
  • Pet Friendly
  • Air Conditioner
ZA R9,283/Night For 7 Nights ZA R64,981

Walpole Large Vacation Homes

10.0
Exceptional
(25 Reviews)
6100 ft² 12 Guests 4 Bedrooms 4 Bathrooms
Ocean View House
  • Private Pool
  • Fireplace/Heating
  • Pool
ZA R32,636/Night For 7 Nights ZA R228,458
6.5
Good
(297 Reviews)
12 Guests 50 Bedrooms 1 Bathroom
Cabin
  • Fireplace/Heating
  • Parking
  • Air Conditioner
ZA R5,909/Night For 7 Nights ZA R41,362
10.0
Exceptional
(5 Reviews)
15 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Kitchen
  • Parking
ZA R4,637/Night For 7 Nights ZA R32,466
9.8
Exceptional
(7 Reviews)
10 Guests 5 Bedrooms 2 Bathrooms
Family Friendly Villa
  • Hot Tub
  • Pool
  • Balcony/Terrace
ZA R54,496/Night For 7 Nights ZA R381,481
New
2500 ft² 8 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
ZA R40,719/Night For 7 Nights ZA R285,035
New
10 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
ZA R33,397/Night For 7 Nights ZA R233,776
New
3300 ft² 11 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
ZA R31,846/Night For 7 Nights ZA R222,927
New
2600 ft² 10 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
ZA R29,308/Night For 7 Nights ZA R205,151

Why Choose Rent By Owner for your Walpole 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 Walpole

When should you plan your Vacation Rentals stay?

Choosing the ideal time to visit here can enhance your experience, allowing you to enjoy the region’s pleasant climate and local charm at its best.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this period, you'll enjoy warm weather and lush scenery, ideal for exploring the region at its vibrant best. Booking during late spring to early summer ensures a lively atmosphere and longer daylight hours for outdoor activities.

Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F
autumn
Early Fall (September to October)

This season offers pleasant temperatures and stunning fall foliage, making it a perfect time for outdoor adventures and scenic drives. Securing accommodations here in early fall allows you to experience the area's natural beauty at its peak.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F

Off-Season Highlights

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Mid Winter (January to February)

The quiet winter months bring cooler temperatures and fewer crowds, providing a peaceful retreat. Off-peak visits during this time may offer better rates on vacation rentals while still allowing you to enjoy the region's serene charm.

Average Temperature Daytime: 30°F to 40°F - Nighttime: 20°F to 30°F
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Late Fall (November to December)

As the region transitions into winter, the scenery becomes more subdued, but this is also when holiday festivities begin. Visiting during late fall can be a cozy and budget-friendly choice before the winter rush.

Average Temperature Daytime: 45°F to 55°F - Nighttime: 35°F to 45°F

Weekly Weather Forecast for Walpole

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 seating areas perfect for relaxing or dining al fresco in the region.
  • Make use of spacious yards or gardens to unwind amidst greenery and local flora.
  • Take advantage of private or shared outdoor patios equipped with seating and scenic views.
  • Benefit from easy access to nearby walking trails or nature paths ideal for exploring here.
  • Utilize outdoor fire pits or barbecue grills for evening gatherings or cookouts.
  • Access to swimming pools or hot tubs available in some vacation rentals, offering relaxation after your day of exploring.
  • Some properties feature outdoor sports facilities such as volleyball courts or putting greens for active fun in the area.
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Family Activities

  • Walpole Town Forest: Discover the natural beauty of this expansive forest, perfect for family hikes and outdoor adventures in a serene setting.
  • The Walpole Historical Society Museum: Engage with local history through exhibits that offer an educational experience suitable for children and adults alike.
  • Borderland State Park: Enjoy a variety of outdoor activities including walking trails, picnicking areas, and boat rentals on the peaceful lake.
  • Walden Pond State Reservation: Explore this iconic site with family-friendly swimming, fishing, and learning opportunities about nature and history.
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Adult Activities

  • Walpole Rail Trail: Explore this scenic pathway ideal for biking, walking, or running, offering picturesque views through the region’s natural beauty.
  • Norfolk County Agricultural High School Farm: Visit the farm to enjoy seasonal activities and learn about local agriculture, providing a unique outdoor experience in the area.
  • Pine Tree Golf Course: Tee off at this popular golf course known for its challenging layout and lush greens, perfect for a relaxing day on the links.
  • Houghton's Pond State Park: Spend time here engaging in fishing, picnicking, or simply unwinding by the tranquil pond surrounded by nature trails.

Other Places to Stay in Walpole, MA

Walpole Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local outdoor attractions: Take advantage of the region’s scenic parks and trails to enjoy the natural beauty that makes this destination unique.
  • Plan your dining options in advance: Discover nearby eateries and make reservations to experience authentic flavors without missing out during your stay.
  • Engage with the community: Visit local markets or attend community events to immerse yourself in the area's welcoming atmosphere and culture.
  • Pack wisely for seasonal weather: Check the weather forecast before your trip to ensure you have suitable clothing for a comfortable visit to here.

Transportation Options

  • Walpole Intermodal Transportation Center: This central hub offers convenient bus services connecting you to nearby cities and regions within the area.
  • Massachusetts Bay Transportation Authority (MBTA) Commuter Rail: Accessible nearby, it provides reliable train connections for exploring Boston and other parts of Massachusetts.
  • Local Taxi and Ride-Sharing Services: Widely available in this destination, they ensure quick and flexible transportation around Walpole and its surroundings.
  • Private Car Rentals: Several rental agencies here allow you to drive at your own pace while enjoying the scenic region at your leisure.

Local Customs Options

  • Local Farmers' Markets: Visiting the farmers' markets in the area offers a glimpse into the region's fresh produce and community spirit, a perfect way to connect with local traditions during your stay.
  • Celebration of Patriots' Day: This destination observes Patriots' Day with historical reenactments and community parades that reflect its deep-rooted American heritage.
  • Seasonal Festivities: Embracing the changing seasons, residents here celebrate seasonal festivals that showcase regional customs and outdoor activities best experienced from cozy vacation rentals.
  • Historic Preservation Efforts: The region values its history, evident through ongoing efforts to preserve historic landmarks and architecture, making your stay more enriching with a touch of tradition.

Frequently Asked Questions About Walpole?

2. How many vacation rentals have private pools in Walpole?

There are 3 vacation rentals with private pools near Walpole. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Walpole are best for families?

If you are looking for a family-friendly vacation home in Walpole, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Walpole:

4. How many Rentbyowner vacation rentals are available in Walpole?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 143 in the Walpole 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 Walpole. 

5. What is the cancellation policy for vacation rentals in Walpole, Massachusetts?

Cancellation policies can vary between properties, so it’s important to review the specific listing details or contact the owner directly to understand the terms applicable to your booking in this area.

6. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees such as cleaning fees, service charges, or security deposits are typically outlined in the listing details. Always review these charges before confirming your reservation to ensure transparency.

7. How do I know if a vacation rental in the region has the amenities I need?

Each property listing provides a detailed amenities list. For specifics regarding features like Wi-Fi, parking, or outdoor spaces, you should read the listing carefully or reach out to the owner for clarification.

8. Is it possible to request special accommodations or add-ons for my stay in this destination?

Many hosts are willing to accommodate special requests or provide additional services. Contact the property owner beforehand to discuss any specific needs or extras you may require during your visit.

9. What steps should I follow to secure my booking in the area?

To book confidently, review the property listing thoroughly, communicate with the owner if needed, and complete the booking through the official platform. This process helps ensure your reservation is confirmed and all your questions are addressed.

Walpole Top Rated Vacation Rentals

9.2
Exceptional
(1002 Reviews)
1 Bedroom 1 Bathroom
Family Friendly Hotel
  • Hot Tub
  • Fireplace/Heating
  • Pool
ZA R3,575/Night For 7 Nights ZA R25,030
9.2
Exceptional
(1001 Reviews)
1 Bedroom 1 Bathroom
Family Friendly Hotel
  • Fireplace/Heating
  • Pool
  • Breakfast
ZA R2,548/Night For 7 Nights ZA R17,841
9.1
Exceptional
(108 Reviews)
352.82 ft² 22 Guests 319 Bedrooms 9 Bathrooms
Free Cancellation Hotel
  • Private Pool
  • Oceanfront
  • Hot Tub
ZA R9,832/Night For 7 Nights ZA R68,821
9.0
Exceptional
(1006 Reviews)
1 Bedroom 1 Bathroom
Family Friendly Hotel
  • Pool
  • Breakfast
  • Kitchen
ZA R2,245/Night For 7 Nights ZA R15,708
8.9
Fabulous
(472 Reviews)
312.15 ft² 28 Guests 108 Bedrooms 3 Bathrooms
Family Friendly Hotel
  • Private Pool
  • Fireplace/Heating
  • Pool
ZA R3,031/Night For 7 Nights ZA R21,223
8.8
Fabulous
(1004 Reviews)
1 Bedroom 1 Bathroom
Family Friendly Hotel
  • Pool
  • Breakfast
  • Kitchen
ZA R2,292/Night For 7 Nights ZA R16,052
8.5
Fabulous
(284 Reviews)
290.63 ft² 28 Guests 130 Bedrooms 1 Bathroom
Hotel
  • Private Pool
  • Fireplace/Heating
  • Pool
ZA R3,430/Night For 7 Nights ZA R24,013
8.5
Fabulous
(212 Reviews)
333.68 ft² 34 Guests 115 Bedrooms 1 Bathroom
Ocean View Hotel
  • Private Pool
  • Oceanfront
  • Fireplace/Heating
ZA R5,564/Night For 7 Nights ZA R38,949