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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 G$10,460 GYD 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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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, 152 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!

Top guest favorite
Home in Randolph
5.0 out of 5 average rating, 7 reviews

Private Single House 6BR 3BTH w/Garden & 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, 334 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 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
4.86 out of 5 average rating, 116 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 living room features light-colored sofas and a coffee table placed on a warm area rug. Bright natural light enters through several windows, illuminating the space. A wall-mounted TV is visible, and a stylish coat rack adds a modern touch.
Home in Braintree
4.95 out of 5 average rating, 140 reviews

Near Boston w/ parking & deck, 3-bedroom home

Bright and cozy space located in Braintree Center, just 10-miles outside of Boston. Our home is an ideal location for families, friends, business travelers, and even wedding parties looking for more space, while also enjoying the proximity to Boston, Logan Airport, and more! Have a wedding, event, or want to see a sunset view of the Boston skyline? Granite Links Golf Course is 4 miles away! Looking to see a concert or Patriots Game at Gillette stadium? Arrive there in just 25 minutes.

Guest favorite
Apartment in Randolph
4.88 out of 5 average rating, 367 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, 113 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.

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

Backyard Oasis | 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, 101 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.

Top guest favorite
A two-story white house features a welcoming front porch and black shutters. Lush greenery surrounds the property, with a well-kept lawn and flower beds. A pathway leads from the road to the entrance, and a driveway is visible beside the house.
Home in Dedham
4.98 out of 5 average rating, 298 reviews

Cozy, historic 3 bedroom home close to Boston!

Welcome to our cozy home. Our place blends historic charm with modern comfort. Enjoy a large, fenced yard with a grill, fire pit, and deck to relax. Inside, you'll find a well-equipped kitchen and a dining room. We offer three bedrooms with comfortable mattresses and soft bedding. The living room has a big TV with cable and streaming apps, plus high-speed Wi-Fi. Families with dogs are warmly welcomed.

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.

Superhost
Home in Randolph
4.82 out of 5 average rating, 34 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.

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

Superhost
Home in Randolph
5.0 out of 5 average rating, 4 reviews

Spacious 5BR 3BTH home w/garden, deck, parking 35

Guest favorite
A two-story house features a classic white exterior with black shutters. A welcoming front entryway is flanked by manicured shrubs and steps leading to the porch. The driveway accommodates parking, while a well-maintained lawn provides a spacious and green setting.
Home in Randolph
4.96 out of 5 average rating, 78 reviews

Large Spacious Home w/ Kings and Queen 4BR 2.5B

Guest favorite
A bright kitchen is presented with modern appliances, including a stainless-steel refrigerator and stove. White cabinetry contrasts against a light blue backsplash. A sink is integrated into the countertop, with decorative elements like flowers arranged nearby. Natural light illuminates the space from a window.
Apartment in Randolph
4.82 out of 5 average rating, 38 reviews

Cozy 1 Bedroom Home

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, 76 reviews

the house of id; vintage shop, accessible space

Top guest favorite
Home in Roslindale
5.0 out of 5 average rating, 17 reviews

Your own cottage in the city

Top guest favorite
A spacious living area features a large sectional sofa positioned next to a stone fireplace and a television mounted on the wall. Natural light floods the room through multiple windows, showcasing views of the serene reservoir and greenery outside.
Home in Canton
4.93 out of 5 average rating, 43 reviews

Cozy Stay at the Beautiful Water Front

Top guest favorite
The living-dining area features a comfortable seating arrangement with a brown leather sofa and matching armchair. A wooden table adds functionality, while a lamp illuminates the space. Artwork adorns the walls, and a TV is placed on a cabinet alongside a potted plant.
Guest suite in Randolph
5.0 out of 5 average rating, 19 reviews

Wildwood

Guest favorite
Guest suite in Canton
4.72 out of 5 average rating, 134 reviews

Newly renovated, close to Foxboro and Boston

When is the best time to visit Randolph?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$31,379 GYDG$28,241 GYDG$26,149 GYDG$24,894 GYDG$43,512 GYDG$31,379 GYDG$29,496 GYDG$38,073 GYDG$31,379 GYDG$31,379 GYDG$26,149 GYDG$24,685 GYD
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