Holiday houses in Walpole

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Top-rated holiday rentals in Walpole

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

Guest suite in Sharon

4.97 out of 5 average rating, 146 reviews

Cozy Lakeview Guesthouse

This Lakeview Guesthouse is private and stunning! It has its private entrance, deck, and parking. It features 1 bedroom with a Queen Bed, TV, with a sliding door that opens to a deck. The living room has a view of the Lake and a smart TV. The bathroom includes a tub (not a jacuzzi) and sitting on bench shower. The kitchen is fully equipped with stainless steel appliances. Guests have access to the lake, via beach pass during the summer. During the winter you can skate at your own risk.

13 – 20 Nov

$2,250 AUD total

Guest favourite

Guest suite in Franklin

4.88 out of 5 average rating, 145 reviews

Cozy, Cute & Charming In-Law Apt w/Private Access

Cozy, Cute & Charming In-Law Apt w/ Private Access & Parking in Franklin City Center. Everything is within walking distance. It’s perfect for couples, solo adventures and business travelers. Just minutes walk to Train Station, Shopping Centers, Restaurants, Museum, Theater House, Libraries, Dean College, Trail & Tracking. Few minutes drive to Gillette Stadium, Wrentham Outlets, Xfinity Center, Boston Marathon Starting Point. You can easily visit Boston, Providence, Newport & Worcester, too!

30 June – 7 July

$1,183 AUD total

Guest favourite

Guest suite in Sherborn

4.98 out of 5 average rating, 242 reviews

Entire Historic Carriage House with Fireplace & AC

Escape to our charming Carriage House in the Historic District of Sherborn which offers the feel of a country retreat without being far from civilization. Great for travelers looking for a peaceful getaway, checking out nearby colleges or attending a celebration like a wedding or graduation. You will love the feel of the Carriage House, its spacious living and dining room, well-equipped kitchen, and the beautiful grounds. Check us out on IG @carriagehousema. NEW in 2022: Mini-split AC!

24 – 31 July

$2,478 AUD total

Guest favourite

Guest suite in Dover

4.98 out of 5 average rating, 184 reviews

Peaceful Country Home, Dover, Ma: Private Entrance

Graceful country oasis in a renovated 125 year old historic home, 35 minutes driving time from downtown Boston. (Important-stairs climbing required to reach bedroom suite.) I welcome quiet, mature guests. We are located on a scenic road in sophisticated Dover, Ma, a commuter/country setting, with miles of hiking trails and roads ideal for cycling, and surprisingly close to downtown Boston. I have owned and loved this home for 33 years and take great joy in its charm and outdoor spaces.

8 – 15 Dec

$1,740 AUD total

Guest favourite

Tiny home in Smithfield

4.97 out of 5 average rating, 597 reviews

Tiny Home Eco-Cottage w/ Lake View + Pet Friendly

Good things definitely come in pet friendly, environmentally conscious, small packages. Solar upgrade makes this lake front cottage 100% energy efficient. Built with an open, thoughtful design offering private bath, washer/dryer, full kitchen, Hotel Suite Luxury bedding and Tempur-Pedic mattress, blazing fast wifi, 46"HDTV (w/ Netflix, Sling, Prime and Plex), private deck with nice lake view. Cozy, charming and stocked with everything you could want for a perfect vacation or staycation.

29 Dec – 5 Jan

$1,805 AUD total

Guest favourite

Cottage in Norfolk

4.96 out of 5 average rating, 106 reviews

Pondview Cottage - An inspiring retreat

Captivating, clean, bright and colorful- this modest 1 bedroom cottage welcomes you. Norfolk is a southwestern suburb of Boston and Pondview Cottage is not recommended for those looking for a convenient city location. However, we are 15 minutes from Gillette Stadium in Foxboro and yet a world away with stunning pond views. Guests with well- behaved dogs are welcome to book. A pet fee of $15/ dog/night is charged. (2 dog maximum).

10 – 17 July

$2,670 AUD total

Guest favourite

Home in Norton

4.9 out of 5 average rating, 174 reviews

THE RED HOUSE - Entire Private Home

Sunny and Cathy welcome you to our private and free-standing guest house on our fenced in a highly secured property. We are perfect for small families, couples, singles and business people. Our guest house has all of the amenities of home with a fully furnished and appliance kitchen and washer/dryer. We are located in Norton, MA and close to all Boston and Providence colleges. Note: No Smoking, No party, No Drug, and No Pets

13 – 20 Sept

$1,709 AUD total

Guest favourite

Apartment in Randolph

4.88 out of 5 average rating, 287 reviews

1 Bedroom basement apartment

Apartment is in a basement of a one family house with a separate entrance and parking. Includes a private kitchen , bathroom and living room. located in Randolph Ma South of Boston,6 minutes to public transportation reachable only by car since you can only get there by taking the highway. We recommend our guests to rent a car or use uber. Closest train station is Quincy Adams Train Station, beaches , ski area

2 – 9 Feb

$1,550 AUD total

Guest favourite

Guesthouse in Foxborough

4.96 out of 5 average rating, 103 reviews

Bates Boutique ☆ Home Away From Home

Stay at a recently renovated Bates Boutique specifically for your enjoyment. Highlights: - Fully redesigned kitchen & dining area - Relax in the living room with a 65" Smart TV (live channels, Netflix, Disney+, Hulu, Apple+, HBO Max, and others included) - Cozy bedrooms with heavenly bedding - 3 workspaces to ensure you can get work and play done - Outdoor patio & grill for fun inside & out

17 – 24 June

$4,413 AUD total

Guest favourite

Guesthouse in Framingham

4.98 out of 5 average rating, 203 reviews

Private guest house on beautiful country road

Welcome to Grove Street Studio - our detached guest house which sits right behind our home on one of the most beautiful streets in the area. This two-room studio has everything you need for a comfortable stay including your own deck looking out to the woods behind. Perfect for for a hotel alternative for someone working temporarily at nearby businesses.

11 – 18 Jan

$1,381 AUD total

Guest favourite

Cottage in Millis

4.99 out of 5 average rating, 101 reviews

Windy Knob Farm Cottage - stay on a working farm

A former caretaker's cottage located on a 206-acre historic farm just 40 minutes from Boston. Home to abundant wildlife and farm animals, spectacular sunsets, lush pastures, rolling hills and meadows, woodlands, a pond and bogs. Walking trails nearby on property, and farmstand produce/eggs are produced onsite. Come stay to enjoy a change of scenery!

16 – 23 Oct

$2,325 AUD total

Guest favourite

Apartment in Natick

4.98 out of 5 average rating, 333 reviews

Scandi-Modern Apartment

Charming walk-out ground level apartment in a quiet residential neighborhood. Conveniently located west of Boston with easy access to highways. Walkable to grocery store, pharmacy, banks and restaurants. Walk the nearby trail to Lake Cochituate and the Cochituate Rail Trail is less than 1 mile away. Natick Mall is 1.3 miles. EV charging available.

25 Oct – 1 Nov

$1,566 AUD total