Vacation rentals in Holbrook

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Top-rated vacation rentals in Holbrook

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

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Superhost

A welcoming entryway showcases a wooden staircase leading to the upper levels. The space is enhanced by decorative topiary arrangements and features light-colored flooring providing a bright ambiance. Natural light emanates from a nearby doorway, revealing glimpses of the outdoor area.

Home in Stoughton

4.93 out of 5 average rating, 156 reviews

Modern home 22 min Boston, 20 min Gillette Stadium

Experience New England charm in this luxury home, with over 3,500 sq. feet of living space. This home has many unique characteristics that includes a Koi pond, a majestic backyard and an indoor sauna to make your short term or long term stay more comfortable. It's located in a quiet neighborhood that is walking distance to Glen Echo Park, where hiking, and fishing is available. It's 2 min away from shops, major highways, and has a 6-car driveway and abundance on-street parking. Pet friendly!

LocationFamilyGetting around

Guest favorite

Home in Randolph

4.91 out of 5 average rating, 11 reviews

Entire Quiet & Private 6BR Single House w/Parking

🔥 SAVE UP TO 20% ON SELECTED STAYS! ★ Entire private single house ★ 3 modern living rooms with flat-screen TV ★ 1 fully equipped kitchen + 1 kitchenette ★ 3 comfortable dining areas ★ Central AC & Heating ★ Laundry area ★ Parking: 2 cars in garage + 4 reserved parking spaces Welcome to your home away from home - a beautifully renovated, spacious 6-bedroom, 3-bathroom retreat crafted for comfort, connection, and relaxation. Ideal for family trips, reunions, and groups after exploring Boston.

FamilyIndoor spacesCleanliness

Superhost

Home in Randolph

5.0 out of 5 average rating, 4 reviews

Spacious Family 5BR Single House w/Parking

🔥 LIMITED-TIME DEAL: GET UP TO 20% OFF SELECTED DATES! ★ Entire spacious and private single-family home ★ 3 stylish living rooms with smart TV ★ 1 fully equipped kitchen + an kitchenette ★ 3 cozy dining areas ★ High-speed Wi-Fi ★ Central heating & AC ★ In-house laundry area ★ Fresh linens, towels, and essentials included ★ Parking: 2 cars in the garage + 4 reserved parking spaces A bright, roomy, and comfortable home ideal for family getaways, reunions, and group stays of up to 13 guests.

LocationBathroomIndoor 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

4.96 out of 5 average rating, 231 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.

LocationFamilyDecor

Guest favorite

Home in Avon

4.97 out of 5 average rating, 39 reviews

Cozy 3BR Near Boston|Fire Pit|Sleeps 6|PetFriendly

Welcome to your boho bungalow 🌿 ✨ An earthy, cozy boho escape just 30 minutes from Boston. Perfect for families, couples, girls weekends & relaxed group stays. Large fenced yard for your furry friends! 🐶 This 3BR includes unique boho vibes, large open concept, fully equipped kitchen, cute dining lounge, parking for up to 3 cars in driveway + on-street available. Step outside to your private backyard oasis with a magical fire pit area & hippie she shed hangout to unwind & recharge stand

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Top guest favorite

The layout of the luxury in-law suite is displayed, featuring designated spaces including a bedroom, living room, kitchen, and dining room. The dimensions of each area are noted, along with a small deck, providing an overview of the suite's structure and flow.

Guest suite in Abington

4.89 out of 5 average rating, 353 reviews

South Shore Luxury Apartment

Luxury in-law suite with new appliances, new bed and bedroom furniture, heated bathroom floors, jacuzzi tub, electric fireplace, and off street parking just steps from your own private entrance nestled into the Ames Nowell State Park. Just minutes away from the South Shore Hospital, make this your home away from home! FireTV and an Echo Studio, all lights are controlled by Alexa. This apartment is not suitable for children. 2 hours Early Check-in/Late Check-out available $30

LocationValueComfort

Guest favorite

An open living area is illustrated, featuring a light-colored sectional sofa with blue accent pillows. A large flat-screen television is mounted on the wall. A wooden coffee table sits on a patterned area rug, while a dining area is visible in the background.

Vacation home in Randolph

4.96 out of 5 average rating, 114 reviews

Built 2020 Private Home/4 Beds/2.5 Baths/EV Charge

Kick back and relax in this calm, quiet & stylish single new built home. Within 20-25 minutes driving distance to Boston downtown, Logan International Airport, Encore Casino, China Town, Financial District. 5-10 minutes away from Park & Ride shuttle to The Airport, 110 Grill, Legal Seafood, Five Guys, Starbucks, LA Fitness, Tavern in The Square, Bank of America, AMC movie theater, South Shore Shopping Mall, Chase Bank, BJ or Costco, Kohl’s, Olive garden.

FamilyLocationAir conditioning

Top guest favorite

Home in Brockton

5.0 out of 5 average rating, 76 reviews

Hot Tub, Gazebo, Pool table & Fire Table

Spacious and family-friendly home near Boston featuring a private backyard oasis with a gazebo, pool table, fire table, and outdoor dining area. Perfect for vacations, graduations, business trips, and family gatherings. Enjoy a fully equipped kitchen, fast Wi-Fi, Smart TVs, comfortable sleeping arrangements for up to 8 guests, and free driveway parking. Relax, unwind, and create lasting memories in a space designed for comfort and connection.

ValueLocationNearby

Guest favorite

A spacious bedroom features a large bed with a light-colored comforter and decorative pillows. Two lamps provide soft lighting. Mirrored closet doors reflect the room, and artwork hangs on the wall, adding a touch of character. Warm wooden flooring complements the neutral decor.

Home in Canton

4.95 out of 5 average rating, 104 reviews

Gorgeous 2nd Floor Home with Private Entry

Welcome to your home away from home! This beautiful second-floor 2 BR unit keyless self check in offers a private entrance and private stairs. Features: · Newly Installed AC · Fully Kitchen: Equipped with smart utilities, including an oven, microwave, dishwasher, washer, and dryer. · High-speed internet. · Comfortable Sleeping Arrangements: 2 beds & a sofa bed, perfect for accommodating up to 4 guests.

LocationValueHospitality

Superhost

Home in Sharon

5.0 out of 5 average rating, 3 reviews

Luxury 4BR Near Gillette | Games + Firepit

Welcome to The Sharon Farmhouse—walk to town for coffee and breakfast at Angel’s Cafe, then spend the day exploring Boston by train, relaxing at Lake Massapoag, or heading to Gillette Stadium for a game or concert. Return home to ping pong or foosball, and evenings around the firepit. Perfect for 10 guests (9 adults max) - 2 large families or groups, with plenty of space to gather, unwind, and make memories together.

LocationFamilyHospitality

Superhost

Home in Randolph

4.85 out of 5 average rating, 39 reviews

Quiet 1BR • Wi-Fi • Parking Included • In Randolph

Private 1BR basement near Randolph Center. Close to restaurants, fast-foods, cafés and a luxury cinema. Independent entrance with stairs, living room with TV, dining area, equipped kitchen, queen bedroom and renovated bathroom with walk-in shower. Wi-Fi included and parking for 2 cars. Great for short or long stays, ideal for couples, professionals and travelers seeking comfort and value.

LocationLong stayGetting around

Guest favorite

A calm lake is depicted at sunset, with soft pink and purple hues reflecting in the water. A wooden dock extends into the lake, leading the viewer's gaze toward the serene landscape, accompanied by the silhouette of distant trees and homes along the shoreline.

Home in Holbrook

4.91 out of 5 average rating, 33 reviews

Hidden Gem Lake House (3BR, 2.5BA)

This lake house is a Hidden Gem! The perfect house for a getaway, visit to Boston and to explore all the local amenities. Designed for relaxation, bring your family and friends to this peaceful home. Equipped with a private and peaceful backyard, dock and firepit. This home will have you leaving your worries at the door.

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