Vacation Rentals By Owner In Randolph, MA

Nestled in a quiet suburb outside Boston, this retreat offers the perfect blend of comfort, convenience, and fun. Guests can easily explore the city with quick access to the Commuter Rail connection, a fully equipped kitchen and 2 cozy living areas. The home features 5 beds, 2 bathrooms, a dedicated game room, plus a full private yard for outdoor relaxation. With free on‑site parking and room for everyone to spread out, this is the perfect base for families, groups, and business travelers.brbrTucked away in a peaceful suburb just outside Boston, this spacious retreat blends comfort, convenience, and a load of fun. Step inside to a welcoming split entry that leads you upstairs to three cozy bedrooms, a full bath, bright kitchen, dining and a perfect living space to gather. Downstairs, you’ll find two additional beds, a second full bathroom, a relaxed lounge area, and a game room designed for fun and entertainment.brbr1 Mile /~3min drive to Commuter Rail Stationbr15 Miles /~20 min drive to Bostonbr20 Miles /~20min drive to Gillette Stadium #FIFA #Woldcup #Patriotsbr20 Miles / ~35min drive to TD Gardenbr30 Miles /~40min drive to Xfinity CenterbrbrThe space:brbrUpstairsbrbrLiving room: Smart TV, Foosball table br brKitchen: Fully stocked, Keurig Coffee and Tea selection, wine fridgebrbrDining room: 6 person tablebrbrFull BathroombrbrBedroom #1br+ King Bedbr+ TVbrbrBedroom #2br+ Queen BedbrbrBedroom #3br+ Queen Bedbr brDownstairsbrLiving room: Smart TV, brGame Room: Pool Table, TV, Card Table , Roulette Table, br brFull-Bathroombr+ Washer and Dryer LaundrybrbrBedroom #4br+ King Size Bedbr+Work DeskbrbrBedroom #5br+ Twin BedbrbrOutdoorbrLarge backyardbr brWe supply towels and linens, basic toiletries, body wash, shampoo & conditioner. The kitchen includes basic cooking utensils, oil and spices. We also provide a roll of paper towel and a few rolls of toilet paper to get you started. Please plan accordingly for the length of your stay. brbrConsiderations brHome is located in a small neighborhood with many families, quiet hours are strictly enforced.brbrThere are 3 steps to get inside the front door. From the entryway, there are 6 steps to go upstairs and 6 steps to go downstairs. Lower level can be accessed from driveway side door.brbr*** We reserve the right to conduct additional guest screening outside of the booking platform. The guest is responsible for the additional $40 non-refundable fee.brIf your account was created within a year, or have less than 3 reviews, you will be required to perform this background check.brbr*** Booking a stay at this home is acknowledgement of this. Booking your stay gives us as the manager and our 3rd party vendor to screen your identity and check criminal databases to confirm your reservation. Complete terms regarding guest screening can be found on Tenant Alert's website.brbr*** You will receive an automated message with a link to the screening once your reservation is confirmed, this process must be completed within 3 days. Your reservation will not be finalized until this is completed. Please reach out with an inquiry for an questions prior to making a reservation.

Spacious Raised Ranch Retreat #WorldCup2026 only 31 km away 5 BR, 2 BA

Randolph, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(18)

$733.83

Bring your family to this spacious house. There's plenty of rooms, beds, and TV's. Conveniently located south of Boston, easy access to highways and amenities. Separate kitchen, living room, dining room, office, and 4 bedrooms with big screen TV's.brbrMost of our guests have been visiting family and friends, staying for local sporting events and concerts. Close enough to visit Boston and Cape Cod for the day, go shopping at the local South Shore Plaza, or even find some deals at the Wrentham Fashion Outlets. You won't be disappointed by the quality of this home, your stay and location.brbr*** We reserve the right to conduct additional guest screening outside of the booking platform. The guest is responsible for the additional $40 non-refundable fee. brIf your account was created within a year, or have less than 3 reviews, you will be required to perform this background check. brbr*** Booking a stay at this home is acknowledgement of this. Booking your stay gives us as the manager and our 3rd party vendor to screen your identity and check criminal databases to confirm your reservation. Complete terms regarding guest screening can be found on Tenant Alert's website. brbr*** You will receive an automated message with a link to the screening once your reservation is confirmed, this process must be completed within 3 days. Your reservation will not be finalized until this is completed. Please reach out with an inquiry for an questions prior to making a reservation.

FIFA World Cup Large Spacious Convenient 4BR 2.5B

Randolph, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(15)

$95.35

Take a break and unwind at this peaceful top notch private room . This space features 1 private bedroom, work station, private bathroom with a private entrance and a dedicated parking spot. There is also a refrigerator, microwave, coffee maker, portable ac and wifi available. My space has it's own private entrance, private room, work station and private bathroom. It also comes with private parking space. There's no form of cooking allowed in the space whether by electric stove or gas. This is to prevent any fire hazard and keep the room clean for other future guests.brNO CHANGES TO DATES but Changes to bookings can only be done when a guest wants to extend their bookings/stay. Be advised that we would not be responsible for any injury sustained on our property. Thank you.

Cozy Private room with Private Amenities - 12 mins to Mall.

Randolph, Massachusetts, United States

Bed

Bath

Sleeps

$189.15

Summary:brbrCozy 1 bedroom apartment in the basement of a family home in Randolph close to Blue Hills Recreational Area and Braintree Mall. Off-street parking in the driveway for 2 cars. Only 6 minutes from Braintree Municipal Golf Course; 8 minutes to Braintree Mall and AMC Theaters; 12 minutes to Blue Hills Ski and hiking trails; 21 minutes to Wollaston Beach; 23 minutes to downtown Boston.brbrbrbrThe Space:brbrThere is one bedroom with a queen bed, one full bathroom, as well as an open area kitchen and living room. We provide linens, towels, soap, coffee and kitchen essentials.brbrbrbrGuest Access:brbrAt the end of the driveway on the left is a gate that leads to the entry for the apartment. The exterior door to the apartment is at the rear of the house. Upon opening the exterior door, descend the stairs to the interior door and enter.brbrbrbrThe Neighborhood:brbrShoppingbrbrSouth Shore Plaza: 7 minutesbrbrTarget: 11 minutesbrbrbrbrGroceries:brbrShaw’s: 7 minutes brbrTotal Wine & More: 7 minutesbrbrShaw’s: 8 minutes brbrbrbrEntertainment:brbrShowcase Cinema de Lux Randolph: 8 minbrbrBraintree Municipal Golf Course : 6 minbrbrHoughton's Pond Recreation Area: 8 minbrbrBlue Hills Hiking and Biking, Parking: 7 minbrbrbrbrGetting Around:brbrYou will need to get around via car or Uber/Lyft. The apartment is driveable to many things but not walkable.brbrbrbrOther Things to Note:brbrYou will find a welcome guide in the apartment with additional information.brbrbrbrInteraction with Guests:brbrThe owner and his family live upstairs. For any requests or concerns, please contact the host through the app or through the number provided.

Cozy 1 Bed Apt in Randolph

Randolph, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(1)

$856.74

Experience comfort in our luxury townhouse, ideal for large families or groups. It features 3 bedrooms and 2.5 bathrooms, along with a modern kitchen that boasts quartz countertops, a built-in microwave and a wine coolerbr brSpacious primary bedroom with an en-suite bathroom that includes double vanity sinks, a walk-in shower, a soaking tub, and LED fog-free mirrors. brbrConveniently located just 17 miles from Boston, providing easy access to local attractions.brbrSleeps: Up to 8

Soaking Tub Luxury 3-Bedroom Tonwhouse

Randolph, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(1)

$837.42

Make yourself at home in this 6-bedroom Randolph house. The space features a king bed, a bunk bed, and five queen beds, perfect for groups or families. With 3.5 bathrooms, equipped with showers, guests can enjoy comfort and convenience throughout their stay. The house offers excellent heating and air conditioning to keep you cozy no matter the season. Whether you’re relaxing indoors or gathering with loved ones, this lovely home provides a nice balance of space and comfort. Fall in love with Randolph and enjoy the magic it has to offer. A great place to call homebase while you're away, we hope you enjoy your stay.brbr* Modern & Spacious TownhousebrDiscover this thoughtfully designed home where comfort meets style. Featuring spacious common areas, flexible sleeping arrangements, and modern amenities throughout, every space is tailored for group travel and comfortable extended stays.brbr* Living RoombrThe home features 3 spacious living rooms designed to accommodate large groups comfortably. The main living room includes a plush sofa and a flat-screen TV, creating the perfect gathering space for movie nights or relaxing after exploring Boston. The second living room offers additional seating and a quieter area for conversations or separate activities. The third living room provides a cozy setting with four plush recliner chairs, ideal for relaxing and spending quality time together.brbr* KitchenbrThe home includes 1 fully equipped kitchen and 1 convenient kitchenette. The kitchen features modern appliances including: Refrigerator, Stove & oven, Microwave, Coffee maker, Cookware, utensils, and dishes. Whether you’re preparing a quick breakfast or cooking a full family dinner, the kitchen setup offers flexibility and convenience for group stays.brbr* Dining AreabrThe home offers 3 separate dining areas, providing ample seating and flexibility for group meals, gatherings, and shared moments together.brbr* WorkspacebrA dedicated office room is available for guests working remotely, featuring:br• Comfortable desk and chairbr• High-speed Wi-Fibr• Ample lightingbrbr* Bedroomsbr• Bedroom 1: 1 King bed & 1 Bunk bed (full over twin)br• Bedroom 2: 1 Queen bedbr• Bedroom 3: 1 Queen bedbr• Bedroom 4: 1 Queen bedbr• Bedroom 5: 1 Queen bedbr• Bedroom 6: 1 Queen bedbrThe layout works beautifully for large groups, families with children, and multi-generational stays.brbr* Bathroomsbr• Bathroom 1: Half bath on the 1st floorbr• Bathroom 2: Full bath on the 2nd floorbr• Bathroom 3: Full bath on the 2nd floor, in Bedroom 1br• Bathroom 4: Full bath in the basementbrbr* Amenitiesbr• Quality linens and beddingbr• Soft, fluffy towelsbr• Complimentary shampoo, conditioner, and shower gelbr• Central air conditioning and heatingbr• Washer and dryer in the basement for your conveniencebr• Free Wi-Fi for remote work or leisure.br• Laundry area is set up in the basement for your convenience.brbr*Why Guests Love This Homebr• Spacious common areas perfect for gatheringbr• Three comfortable living rooms for relaxing or separate activitiesbr• Flexible sleeping arrangements for large groupsbr• Bright, modern, and comfortable interiorbr• Ideal for extended stays and family tripsbrbr* Guest Accessbr• Self Check-In: Convenient keypad entrybr• Pets: Your furry friends are welcome!br• Parking: 2 garage parking spaces + 4 reserved parking spotsbrbr* Additional InformationbrWe live nearby and are available via phone or Vrbo messaging to assist with any questions during your stay.brbrExtra Guest Fee: After 6 guests, an additional fee of $30 per guest per night applies.brbrPet Fee: $40 per pet per night.brbr*Important Guest Policy & House RulesbrbrSecurity: The property is equipped with:br- A security camera at the entrance for your safety.br- Smoke alarms and other essential safety features.brbrRegistered Guests Only:br• The property accommodates up to 15 guests, with bedrooms opened based on the number of guests registered on Vrbo.br• Unregistered guests are strictly prohibited and will not be allowed to stay. We reserve the right to verify occupancy using security cameras.brbr* No SmokingbrSmoking is strictly prohibited. A $250 fine applies for violations.brbr* Strict No Party PolicybrNo parties, events, or gatherings are permitted. Violations may result in immediate cancellation without a refund and a $250 fine. Quiet hours begin at 10:00 PM – 7:00 AM. No loud talking or gatherings after this time. Violations will result in immediate cancellation with no refund.brbrDisclaimer and Liability WaiverbrbrBy staying at this property, all guests acknowledge and agree to the following:brbrAssumption of Risk: Guests assume all risks associated with their stay, including but not limited to accidents, injuries, or loss of personal belongings.brbrLiability: The host is not liable for any injuries, accidents, or loss/damage to personal property occurring on the premises during the guest’s stay.brbrDamages: Any existing damage or broken items must be reported and confirmed at the time of check-in.brbrGuest Responsibility: Guests are fully responsible for any damage or loss that occurs during their stay.brbrDeposit Use: In the event of damage or loss, the host reserves the right to use all or part of the security deposit to cover repair or replacement costs. Further charges may apply if damages exceed the deposit amount.brbrZero Tolerance for Police Visits:brbrAny visit from local law enforcement will result in immediate eviction without refund.brbrBooking Confirmation = Rule Agreement:brBy reserving your stay, you agree to all house rules. Let’s ensure a safe and enjoyable experience!

35 Spacious & Private 6BR Summer Retreat in Randolph w/ Parking & Pet-Friendly

Randolph, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(23)

$395.72

Close to Boston and Logan Airport. Easily accessible to all major highways, fully furnished, cable and smart tv, wireless internet, fully stocked kitchen, tile floors and bath, newly updated, +more!!

3 Bedroom 1.5 Bath home minutes from Boston!! Beautifully decorated and cozy.

Randolph, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(19)

$126.59

Nestled in Randolph, this adorable house offers a tranquil escape for guests. With amenities like a hair dryer, WiFi, AC, and heating, this cozy retreat is perfect for a relaxing getaway. The property features one bathroom, making it convenient for guests to freshen up after a day of exploring. Our place is equipped for both long or short stays to make your holiday one to remember.

Charming house with WiFi and AC in superb Randolph

Randolph, Massachusetts, United States

Bed

Bath

Sleeps

Select Dates for Price

Discover the beauty of Randolph from this 3-bedroom apartment. Marvelous with 3 queen beds, a washing machine, WiFi, AC, and heating, this place offers a pleasant stay for guests. With 2 bathrooms, this awesome apartment will help you feel at home while you're traveling in Randolph.

Spacious 3-bedroom apartment in tranquil Randolph with WiFi, AC

Randolph, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(6)

$616.53

LIMITED TIME OFFER – SAVE UP TO 30% ON YOUR STAY!brbrLocated in Randolph, enjoy what this 4-bedroom house has to offer. With 1 queen bed, 5 bunk beds, and 2 king beds, this fabulous property provides ample space for guests. The 2.5 bathrooms are equipped with showers, ensuring convenience for all. A peaceful retreat, this house is the perfect spot to unwind after a day of exploring. A great place to call homebase while you're away, we hope you enjoy your stay.brbr* Modern & Spacious TownhousebrDiscover this thoughtfully designed townhouse, where comfort meets style. Featuring a convenient first-floor bedroom ideal for elderly guests and a generously sized family suite upstairs, every space is tailored for modern living and ease.brbr* Living RoombrRelax in the living room furnished with a plush sofa and a flat-screen TV, creating a perfect spot for unwinding after a day out.brbr* KitchenbrThe fully equipped kitchen features modern appliances, including a refrigerator, stove, microwave, and coffee maker. Basic cookware, utensils, and dishes are provided to make meal preparation seamless.brbr* Dining AreabrThe dining area includes a table with ample seating, ideal for enjoying meals together.brbr* Bedroomsbr• Bedroom 1: 1 Queen bed & 2 Bunk bed (full over twin)br• Bedroom 2: 1 King bed & 1 Bunk bed (twin over twin)br• Bedroom 3: 2 Bunk bed (full over twin)br• Bedroom 4: 1 King bedbrbr* Bathroomsbr• Bathroom 1: Half bath on the 1st floorbr• Bathroom 2: Full bath on the 2nd floorbr• Bathroom 3: Full bath on the 2nd floor, in Bedroom 2brbr* Amenitiesbr• Quality linens and beddingbr• Soft, fluffy towelsbr• Complimentary shampoo, conditioner, and shower gelbr• Central air conditioning and heatingbr• Washer and dryer in the basement for your conveniencebr• High-speed Wi-Fibr• Laundry area is set up in the basement for your convenience.brbr* Guest AccessbrSelf Check-In: Convenient keypad entrybrPets: Your furry friends are welcome at a fee!brParking: One garage - Three parking spotsbrbr* Additional Information & House RulesbrWe live nearby and are available via phone or Vrbo messaging to assist with any questions during your stay.brbr1. Early Check-In and Late Check-Out: Available upon request, subject to availability.br- Unauthorized late check-out will incur a $100/hr fee.brbr2. Extra Guest Fee: After 6 guests, an additional fee of $30 per guest per night appliesbrbr3. Pet Fee: $40 per pet per nightbrbr4. Registered Guests Only: Accommodates up to 20 guests. Unregistered guests are prohibited. br- Children must be included in the reservation count. Violation results in a $200 penalty per person, per night.br- Bedrooms are opened based on the number of guests registered on Vrbo.brbr5. Quiet hours begin at 10:00 PM – 7:00 AM; no loud talking on decks or in common areas after this time.brbr6. Special Activities: Without written consent from the Host, activities such as filming, professional photography, events, or music recording are prohibited and will incur additional location fees. Contact the Host for location fees.brbr*** Booking Confirmation = Rule Agreement:brbrLiability: The host is not liable for any injuries, accidents, or loss/damage to personal property occurring on the premises during the guest’s stay.brbrBy proceeding with this booking, you agree to the terms outlined above. Let’s ensure a safe and enjoyable experience!

Pet-Friendly 4BR Single Home • Easy Access I-93 with 4 Parking Spaces 17

Randolph, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(6)

$95.35

We are located in a quiet, peaceful and friendly neighborhood where you can take a stroll or jog. This is a one bedroom basement apartment is in a single family home and features a private entrance, private bathroom, a kitchenette and one off street parking spot. We are located 5 to 10 mins to the south shore plaza, a popular shopping mall in the area.brWe are a 15 to 20 mins drive to the heart of Boston as we are close to I-95.We live in a quiet neighborhood that is family friendly. Taking a walk in the morning is common for our neighbors. brNO CHANGES TO DATES but Changes to bookings can only be done when a guest wants to extend their bookings/stay. Be advised that we would not be responsible for any injury sustained on our property. Thank you.

In-law suite basement apartment with private bathroom.

Randolph, Massachusetts, United States

Bed

Bath

Sleeps

$887.89

This spacious 4-bedroom apartment is perfect for families and groups. It features clean, comfortable beds, a fully equipped kitchen, and easy access to public transit. Free street parking is available, and it's ideally located for exploring Boston’s rich history and events like the Boston Tea Party reenactment, Boston Fashion Week, and the Head of the Charles Regatta. It is a great choice for vacations, sightseeing, and group getaways.brbrBook your stay now and make unforgettable memories in Boston!

Spacious 4BR with Modern Amenities – Family-Friendly

Randolph, Massachusetts, United States

Bed

Bath

Sleeps

Most popular vacation rentals in Randolph

$395.72

3 Bedroom 1.5 Bath home minutes from Boston!! Beautifully decorated and cozy.

Randolph, Massachusetts, United States

Bed

Bath

Sleeps

$616.53

Pet-Friendly 4BR Single Home • Easy Access I-93 with 4 Parking Spaces 17

Randolph, Massachusetts, United States

Bed

Bath

Sleeps

$837.42

35 Spacious & Private 6BR Summer Retreat in Randolph w/ Parking & Pet-Friendly

Randolph, Massachusetts, United States

Bed

Bath

Sleeps

$856.74

Soaking Tub Luxury 3-Bedroom Tonwhouse

Randolph, Massachusetts, United States

Bed

Bath

Sleeps

$733.83

FIFA World Cup Large Spacious Convenient 4BR 2.5B

Randolph, Massachusetts, United States

Bed

Bath

Sleeps

$126.59

Charming house with WiFi and AC in superb Randolph

Randolph, Massachusetts, United States

Bed

Bath

Sleeps

$95.35

In-law suite basement apartment with private bathroom.

Randolph, Massachusetts, United States

Bed

Bath

Sleeps

$239.04

Guest house

Your Perfect Getaway Awaits: 15 mins to Boston!

Randolph, Massachusetts, United States

Bed

Bath

Sleeps

$887.89

Spacious 4BR with Modern Amenities – Family-Friendly

Randolph, Massachusetts, United States

Bed

Bath

Sleeps

$95.35