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Vacation rentals in Randolph

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Quick stats about vacation rentals in Randolph

  • Total vacation rentals

    Explore 50 vacation rentals in Randolph

  • Nightly prices starting at

    Randolph vacation rentals start at €43 per night before taxes and fees

  • Verified guest reviews

    Over 2,110 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Randolph vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Randolph rentals

  • 4.9 Average rating

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

Top-rated vacation rentals in Randolph

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

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Guest favorite
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, 153 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!

Guest favorite
Home in Randolph
5 out of 5 average rating, 7 reviews

Spacious & Private 6BR 3BA 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.

Top guest favorite
Guest suite in Dover
4.98 out of 5 average rating, 336 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.

Guest favorite
A bright living space is displayed, featuring a brown sofa, a wooden coffee table, and a large area rug. Natural light streams through large windows, illuminating the open layout that includes a kitchenette with stainless steel appliances.
Guesthouse in Weymouth
4.97 out of 5 average rating, 102 reviews

Cozy Guesthouse Near T-Station - Family Friendly

Welcome to your getaway home! You are sure to enjoy a wonderful experience in this newly renovated Guesthouse Studio, situated in Weymouth Landing. • Just a 5-minute walk to the Commuter Rail station for easy access to Boston and beyond. • Explore local stores, restaurants, and bars, all within walking distance. • Only 10 minutes away from South Shore Hospital. • A short 12-mile drive to Downtown Boston. Perfect for couples, small families, groups, business stays, and long-term rentals.

Guest favorite
A serene view of the lake at sunset is framed by lush greenery and a manicured lawn. Three blue Adirondack chairs are positioned near the water's edge, offering a perfect spot to enjoy the fading light. The sky displays warm hues reflecting on the calm surface of the lake.
Guest suite in Braintree
4.87 out of 5 average rating, 119 reviews

Sunset LAKE VIEW studio. Recently upgraded!

Welcome to Sunset Lake! Enjoy beautiful sunsets year round! Cozy in the winter with plenty of extra blankets and a great heating system! Light a fire at night. We are walking distance to South Braintree Square. You will enjoy nature and still have close proximity to city. Walk to a super market, pharmacy, nail salon, bank, a tavern w/ live music. Other restaurants within walking distance include Mexican, Thai, Sushi, Italian, Vietnamese (pho), pizza and a great local coffee shop ☀️ 🌅

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, 352 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

Guest favorite
Apartment in Randolph
4.88 out of 5 average rating, 368 reviews

1 Bedroom Basement Apartment

Cozy basement apartment in a private home with separate entrance and parking. Features a fully equipped kitchen, bathroom, and living room. Located in Randolph, MA, just south of Boston. 6-minute drive to public transportation (Quincy Adams Train Station). Accessible by car only, so we recommend renting a car or using Uber. Close to local beaches and ski areas for outdoor adventures. Perfect for a peaceful, convenient stay with easy access to Boston and surrounding attractions.

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.

Guest favorite
Home in Randolph
4.94 out of 5 average rating, 36 reviews

Family-Friendly 4BR 2BA Single House w/Parking 17

🔥 LIMITED-TIME OFFER: SAVE UP TO 30% ON SELECTED STAYS! A roomy, pet-friendly home ideal for families and larger groups who want to enjoy a comfortable stay together. ★ Entire private single house ★ Family & group-friendly layout ★ First-floor bedroom (elderly-friendly) ★ Fully equipped kitchen ★ Flat-screen TV ★ High-speed Wi-Fi ★ Laundry area in the basement ★ Fresh linens, towels & toiletries provided ★ Parking: 1 garage + 3 reserved parking spaces

Top guest favorite
Home in Brockton
5 out of 5 average rating, 73 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.

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, 103 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.

Guest favorite
A modern kitchen features sleek black bar stools lined up against a spacious white countertop. Open shelving displays decorative items, while large windows allow natural light to illuminate the area. The kitchen includes stylish cabinetry and is equipped for meal preparation.
Home in Brockton
4.96 out of 5 average rating, 69 reviews

Modern Retreat | Fire Pit | Near Boston

Wake up in a bright, newly renovated home designed for comfort and convenience. Sip your morning coffee in a modern chef’s kitchen, spend evenings relaxing around the firepit, and enjoy easy access to Boston, major highways, shopping, and local dining. Whether you’re traveling for work, visiting family, or exploring the area, this stylish retreat offers the perfect balance of comfort and location.

Popular amenities for Randolph vacation rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Randolph's top sights

Blue Hills Reservation

146 locals recommend

TreeTop Adventures

10 locals recommend

Houghtons Pond

5 locals recommend

Other great vacation rentals in Randolph

Top guest favorite
Home in Brockton
5 out of 5 average rating, 5 reviews

Home away from home

Home in Randolph
4.87 out of 5 average rating, 15 reviews

Newly Renovated 4BR, 2BA – Near Gillette & Boston

Top guest favorite
An inviting bedroom features wood-paneled ceilings and soft lighting. A spacious bed is situated near a window with light filtering through. A vintage-style chair and a wooden bench add to the room's charm, complemented by a decorative area rug underfoot.
Home in Norwood
4.97 out of 5 average rating, 78 reviews

the house of id; vintage shop, accessible space

Guest favorite
A comfortable bedroom features a spacious bed layered with soft linens and a textured throw. Natural light fills the room through a large window dressed with sheer curtains. A ceiling fan provides airflow, while a wall-mounted TV and minimalist decor enhance the serene atmosphere.
Guesthouse in Abington
4.99 out of 5 average rating, 156 reviews

Cozy In-Law Apartment

Guest favorite
Guesthouse in Dedham
4.92 out of 5 average rating, 24 reviews

Slow Down| Your Boston Getaway

Guest favorite
A spacious kitchen features green walls and large windows allowing natural light. Dark wooden cabinets line the wall above a black stove, complemented by a dark countertop. A patterned rug is placed on the floor, enhancing the room's functionality.
Home in Randolph
4.84 out of 5 average rating, 98 reviews

The Adelaide Guest House, Minutes from Gillette!

Guest favorite
A welcoming entrance is displayed with a polished brick pathway leading to a well-maintained white house. The front features large black-framed windows and a pair of bold red doors flanked by pots of colorful flowers, complemented by lush green landscaping.
Home in Canton
4.87 out of 5 average rating, 45 reviews

Hidden Gem near Boston w/ Private lake access

Guest favorite
Home in Dedham
4.96 out of 5 average rating, 28 reviews

Elegant 4BR Retreat | Yard & Parking | Dedham 94

When is the best time to visit Randolph?

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Avg. price€130€117€108€108€169€172€122€158€130€130€108€102
Avg. temp-3°C-2°C2°C8°C14°C19°C22°C22°C18°C11°C6°C0°C

Frequently Asked Questions

  • What are the best places to stay in Randolph?

    Randolph has a variety of stays, including vacation homes and private apartments near residential neighborhoods. Many visitors look for accommodations with easy access to parks, local eateries, and area attractions.

  • What are the best things to do in Randolph with kids?

    Families frequently enjoy playgrounds, local parks, and indoor recreation centers. Community events, seasonal festivals, and hands-on library programs are also popular with children of many ages.

  • What are some of the best things to do in Randolph?

    Explore local parks and conservation areas, discover global eats at neighborhood restaurants, and join annual town festivals. Art displays, seasonal markets, and community events draw both residents and visitors throughout the year.

  • How is the weather in Randolph?

    Randolph’s winters are cold and snowy, with temperatures around 19–35°F (-7–2°C), while summers are warm and humid, reaching 63–82°F (17–28°C). Spring and autumn bring milder weather and occasional rain, perfect for outdoor activities.

  • When is the best time to visit Randolph?

    Late spring and early autumn are often suggested for comfortable weather, with temperatures around 55–72°F (13–22°C) and colorful landscapes. Summer also brings outdoor events and livelier community gatherings.

  • What are the best places to visit in Randolph?

    Visit neighborhood parks, locally run bakeries, and community art spaces that highlight Randolph’s diverse traditions. Around the town, you will also find cultural centers and spaces where the community gathers throughout the year.

  • What are some hiking trails in Randolph?

    Randolph has local nature areas with forested walking paths and trails suitable for most ages. Explore parks and conservation lands around the town for gentle hikes, bird watching, and seasonal colors, especially in spring and autumn.

  • What are some family activities we can do in Randolph?

    Families often explore local parks, enjoy community recreation programs, and participate in seasonal events like outdoor movie nights or cultural festivals. Indoor play spaces and library activities add to the options for all ages.

  • What are some of the best day trip ideas from Randolph?

    Explore historic sites and museums around the greater Boston area, visit regional parks for hiking, or discover coastal towns known for seafood and maritime heritage. Family-friendly attractions and cultural neighborhoods are also frequently suggested for day excursions.

  • Are there any pet friendly accommodations available in Randolph?

    You can find pet-friendly vacation rentals in several residential areas of Randolph. Many local parks welcome leashed dogs, making it convenient to explore with pets.

  • What are some local tips for visiting Randolph?

    Join local events or farmer’s markets to connect with the community, and enjoy regional dishes at family-run restaurants. Early autumn and late spring are often recommended for outdoor activities due to milder weather and colorful scenery.

  • What is Randolph known for?

    Randolph is known for its diverse community, lively cultural traditions, and proximity to larger metropolitan hubs. The town has parks, annual events, and a blend of longstanding and newer local businesses.

  • What are the best hidden gems to explore in Randolph?

    Randolph has locally rooted green spaces, quiet conservation lands, and community art displays often appreciated by visitors. Small neighborhood bakeries and cultural eateries can also be unique finds.

  • What are the best foods to try in Randolph?

    Randolph has a mix of global cuisines, with locally popular dishes from Caribbean, Asian, and Mediterranean traditions as well as classic American fare. Bakeries and small cafés often serve freshly made pastries and sandwiches.

  • What should I bring for a trip to Randolph?

    Pack layers for changing weather, a waterproof jacket, and comfortable shoes for walking in parks or exploring local neighborhoods. If visiting during cooler months, warm outerwear and gloves are helpful, especially for outdoor events.

  • What is the nightlife in Randolph like?

    Randolph’s nightlife centers on casual restaurants, local bars, and spots with occasional live music or dancing. Some venues host themed nights or community events, creating a relaxed atmosphere for gathering with friends.

  • What are the most popular events or festivals in Randolph?

    Randolph hosts a range of community events, such as multicultural festivals and holiday celebrations, often taking place in summer or around major public holidays. Seasonal fairs and outdoor concerts are frequently suggested as well-loved gatherings.

  • Are there family friendly vacation rentals in Randolph?

    Many hosts in Randolph welcome families and provide amenities such as kitchens and shared outdoor spaces. Homes near parks or quiet neighborhoods are frequently suggested for a comfortable stay with children.

Destinations to explore