Vacation rentals in Wrentham

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Top-rated vacation rentals in Wrentham

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

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Top guest favorite
The exterior of a two-level home is depicted, surrounded by lush green lawns and mature trees. A pathway leads to the welcoming entrance, flanked by garden beds featuring various plants. The house features a traditional design with large windows allowing for ample natural light.
Home in Holliston
4.97 out of 5 average rating, 107 reviews

All New Private Country Setting (2 Level-No Share)

We built this 2 level home 6 years ago and it is located on Washington St in the towns Historic district. The home is set back from street with a long country style driveway. We designed it with large windows in all rooms, welcoming the sunlight and peaceful setting. Access to clean and empty garage for storage (No parking). We have no personal items in the guest level - all closets and dressers are empty and yours for full use! Co Host reside in lower separate entrance suite. Nothing Shared.

Top guest favorite
The exterior of a charming wooden structure features light brown shingle siding and a welcoming entrance. Two windows flank a set of double black doors, accentuated by decorative lanterns. A stone pathway leads to the entrance, bordered by manicured greenery.
Guest suite in Uxbridge
4.99 out of 5 average rating, 376 reviews

Beautiful, Unique, & Cozy Cedar Flat

Come enjoy this new and beautifully designed space in historic Uxbridge, MA. Set up like a tiny house, it is the most cozy and clean place you will visit. A ship’s ladder will take you to the queen loft bed or use a new PotteryBarn sleeper sofa. The Frame TV will act as a beautiful painting if you prefer to "unplug." Climate control and a hammock chair are a perfect combo! Located on a quiet street, it is an easy 25 min. drive to Providence or Worcester, and only 50 min. to downtown Boston.

Top guest favorite
A serene bedroom suite features a spacious bed with a light blue quilt, flanked by two windows allowing natural light. A cozy sitting area includes a comfortable couch with patterned pillows, and decorative rugs are placed on the hardwood floor, enhancing the inviting ambiance.
Guest suite in Dover
4.97 out of 5 average rating, 300 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-stair climbing required to reach bedroom suite.) I welcome quiet, mature guests as this is a very peaceful (non-party)environment. 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. I have owned and loved this home for 35 years and take great joy in its charm and outdoor spaces.

Top guest favorite
The exterior of a spacious guesthouse showcases a blend of siding and stone finishes. A paved driveway leads to a two-car garage. Lush greenery and flower beds enhance the inviting entrance, while multiple windows allow natural light to fill the interior.
Guest suite in Sharon
4.97 out of 5 average rating, 207 reviews

Cozy Lakeview Guesthouse Near BOS, PVD, Cape Cod

Stunning CLG with private entrance, deck, & parking. •Bedroom #1 ground floor (2 guests only) has a Queen bed & smart TV with deck access. •Bedroom #2 upstairs is ONLY AVAILABLE FOR BOOKINGS OF 3–4 GUESTS and includes a Queen bed, smart TV, mini gym & office. •Living room with lake view & smart TV. •Bathroom with tub and sitting shower bench. •Fully equipped kitchen with stainless steel appliances. •Internet Access, You Tube, and Netflix. •Summer lake access.

Guest favorite
The exterior of the building features a unique blend of brick and siding, with a striking orange bottom section. Windows are placed symmetrically, allowing for natural light. A garage door is visible, along with a set of steps leading to the entrance, framed by a well-kept area.
Guest suite in Franklin
4.9 out of 5 average rating, 174 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!

Guest favorite
An outdoor dining area is set on a spacious deck, featuring a sturdy table surrounded by six comfortable chairs. A large green umbrella provides shade, while a small flower arrangement adds a touch of color amidst a backdrop of lush, green trees.
Home in Foxborough
4.89 out of 5 average rating, 105 reviews

3 bdrm home Walk to Gillette stadium,

Welcome to a perfect getaway just 1 mile from Gillette Stadium! This updated 3-bedroom, 2-bath home is ideal for Patriot games, Concerts, & weekend escapes. Walk to the stadium & avoid traffic. Ask about early arrivals, featuring an oversized deck with gas fireplace, grill & firepit. Nestled on a quiet wooded acre, this home offers both convenience and relaxation. 1 hr to Beaches/ Mountains. Situated between Boston & Providence Major Events: - World Cup Soccer 2026 - Patriot games

Top guest favorite
A spacious living area features a vaulted ceiling, large windows allowing natural light, and a comfortable sofa. A wooden coffee table sits at the center, complemented by patterned armchairs. Adjacent, a farmhouse dining table accommodates six, enhancing the open layout.
Place to stay in Sherborn
4.97 out of 5 average rating, 316 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!

Top guest favorite
An outdoor seating area features a round table set with fruit and beverages, surrounded by four chairs. A fire pit with seating is positioned nearby, offering views of the lake under a clear blue sky with scattered clouds.
Cottage in Mendon
4.95 out of 5 average rating, 115 reviews

Cozy Lake Cottage: Hot Tub, Gym & Waterfront Views

Welcome to our charming 3-bedroom lake cottage in Mendon, MA, where every sunrise paints the sky with breathtaking hues over tranquil waters. Accommodates 6 guests, making it ideal for families or couples seeking serenity. Enjoy lakeside coffee, fishing, kayaking, and evenings by the fire pit. We are pet-friendly, so feel free to bring your dogs along — if you have more than 1 dog, please let us know. Conveniently located near restaurants and attractions. Book now for a magical getaway!

Top guest favorite
The exterior of the cottage is visible, featuring a blue door with a sign that reads 'THE COTTAGE.' A small deck offers a table and chairs, surrounded by colorful planters. A blue umbrella provides shade, with a scenic view of the lake and trees in the background.
Tiny home in Smithfield
4.97 out of 5 average rating, 749 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.

Top guest favorite
A spacious living area showcases large windows that invite natural light and views of the surrounding landscape. Comfortable seating includes a couch and armchair, complemented by a decorative fish tank. A dining table is visible in the background, enhancing the open and airy atmosphere.
Guest suite in Uxbridge
5 out of 5 average rating, 280 reviews

Zen Inspired Retreat with Private Forest Trails

Zig-Zag Trails blends modern comfort with the charm of rural living. Set on 65+ acres of private meadows and forests, our master guest suite is the perfect retreat to relax and recharge. Explore scenic zig-zagging trails, perfect for hiking, mountain and E-biking, and unwinding in nature—a haven for outdoor enthusiasts and homebodies alike. 📍 1 hour from Boston 📍 35 minutes from Providence 📍 25 minutes from Worcester Escape to Zig-Zag Trails—where tranquility meets adventure.

Guest favorite
A bright yellow house is presented, featuring multiple windows and a welcoming entrance. The pathway is lined with grass, leading to the front door. Autumn leaves cover the ground, and a small tree is positioned to one side, adding to the home's outdoor aesthetics.
Home in Foxborough
4.89 out of 5 average rating, 102 reviews

House 3 miles from Gillette Stadium

Welcome to my home in a beautiful house in a quiet green neighborhood. For my house no more den 6 person Close to lots of good restaurants. Easy access to Interstate highways Small dogs are allowed Camera out side allowed 2 dog maximum 3 night minimum you can inform as ahead the time if there more 2 dog Attractions: Gillette Stadium – 4 miles Plainridge Park Casino – 6 miles The Wrentham Outlets – 9 miles Gym, Shops and Outlet

Top guest favorite
A red single-story guest house is surrounded by well-manicured grass and small shrubs. Three white windows on the front offer natural light, while brick steps lead to the main entrance. A tree shades part of the yard, contributing to a pleasant outdoor setting.
Home in Norton
4.9 out of 5 average rating, 217 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 secure 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 Drugs, and No Pets

Popular amenities for Wrentham vacation rentals

Frequently Asked Questions

  • Where should I stay in Wrentham?

    Make yourself at home in Wrentham by choosing from our most frequently booked neighborhoods. We have over 10 vacation rentals in Wadsworth, over 10 vacation rentals in West Wrentham, and over 10 vacation rentals in Sheldonville.

  • Are there family-friendly vacation rentals in Wrentham?

    Wrentham has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Wrentham?

    Experience the best of Wrentham with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Wrentham have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Wrentham. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Wrentham have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Wrentham. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Wrentham?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, over 10 homes with free parking, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in Wrentham have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Wrentham. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Wrentham have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Wrentham. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Wrentham

  • Total vacation rentals

    Explore 10 vacation rentals in Wrentham

  • Nightly prices starting at

    Wrentham vacation rentals start at R691 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 1,370 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Wi-Fi availability

    10 of Wrentham vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Wrentham rentals

  • 4.9 Average rating

    Wrentham stays are highly rated by guests—averaging 4.9 out of 5!

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