Holiday Homes in Randolph

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Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sept - 28 Sept

Featured Holiday Homes in Randolph and around

Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi
Staircase leads to a landing with a control panel.

Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi

9.8 out of 10, Exceptional, (166)
"So much better than staying at a hotel and separating our group of seven. Awesome stay, 10 out of 10 recommend"
Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi
Union Square House
Relax in a serene outdoor space with a seating area, hammock, and lush greenery.

Union Square House

9.6 out of 10, Exceptional, (76)
"Had a wonderful stay. Location great. House as described, clean, and comfortable. Would recommend for a stay. "
Union Square House
Charming house with WiFi and AC in superb Randolph
Relax on the covered patio with a sofa, chairs, and a small table.

Charming house with WiFi and AC in superb Randolph

9.6 out of 10, Exceptional, (9)
"This was a lovely little home in a quiet neighborhood that allowed us easy access to the highway for our daily adventures. The host was fabulous! We would definitely choose to stay there again if we ever return to the Boston area."
Charming house with WiFi and AC in superb Randolph
Boston's Best Vacation Home
Enjoy the expansive deck with a lattice design, perfect for outdoor relaxation.

Boston's Best Vacation Home

9.8 out of 10, Exceptional, (55)
"Great location easy to get to all of Boston, clean and well maintained, large kitchen and living room. Enjoyed our stay"
Boston's Best Vacation Home
Spacious, New Renovation | Near T
Enjoy cooking in this well-equipped kitchen with a large island, sink, and ample counter space.

Spacious, New Renovation | Near T

10.0 out of 10, Exceptional, (7)
"The house was very nice, clean and comfortable. Had all the supplies we needed plus more included. Check-in and check-out were both super smooth. The host was very responsive. Overall great stay!"
Spacious, New Renovation | Near T
Charming Newly Renovated 4 Bedroom Home walking distance to Egypt Beach
4 bedrooms, iron/ironing board, free WiFi, bed sheets

Charming Newly Renovated 4 Bedroom Home walking distance to Egypt Beach

10.0 out of 10, Exceptional, (1)
"We found ourselves in dire straits when our previous accommodations cancelled last-minute. So fortunate for us that this wonderful place was available for precisely the dates we needed. It is a treasure. Everything is pristine, and there was so much room for all of us to stretch out and relax…plus just a quick 6 minute walk to the beach. Our group included a nearly 90 year old woman, my husband and me, our daughter and her husband, and their 7 year old, and every one of us found everything...
Charming Newly Renovated 4 Bedroom Home walking distance to Egypt Beach
Hidden Gem right in the city of Boston!
Stunning staircase with a handrail and carpeted steps, leading to a door with a decorative glass panel.

Hidden Gem right in the city of Boston!

9.8 out of 10, Exceptional, (21)
"We were in town for a conference for work and didn't want to stay in a hotel. The place was very clean and smelled amazing. Perfect space 3 friends to stay. Host was great she answered when reaching out before the stay and the arrival was seamless."
The price is €360
includes taxes & fees
19 Aug - 20 Aug
Hidden Gem right in the city of Boston!
Clean, Contemporary Escape Near T
Relax in this stylish living room with a large flat-screen TV, comfortable sofa, and cozy bench.

Clean, Contemporary Escape Near T

8.4 out of 10, Very good, (6)
"One parent and three teenagers in town for college tours. The location was “20” minutes via uber which was great. Everyone had room to decompress at the end of the day. Showers were great and beds were super comfortable. We will strongly consider staying there again for our next visit. "
Clean, Contemporary Escape Near T
Cozy Apartment | Near T
Enjoy cooking in this well-lit kitchen with a copper stove top, stainless steel sink, and sleek cabinetry.

Cozy Apartment | Near T

8.6 out of 10, Excellent, (13)
"Great home. Close to almost everything "
Cozy Apartment | Near T
39-SPRING GETAWAY EARLY BIRD 10%! Newly Built & Cozy Townhouse
Enjoy meals in this kitchen with a central island, oven, and dining table.

39-SPRING GETAWAY EARLY BIRD 10%! Newly Built & Cozy Townhouse

9.6 out of 10, Exceptional, (43)
"This stay was cozy and very big! Tons of space for everyone to run around! If you do have young kids, bring a baby gate for the staircases! "
The price is €387
includes taxes & fees
4 Aug - 5 Aug
39-SPRING GETAWAY EARLY BIRD 10%! Newly Built & Cozy Townhouse
Amazing family and group-friendly accommodation #TheBackDorch
Enjoy a spacious living area with a kitchen, dining space, and large windows.

Amazing family and group-friendly accommodation #TheBackDorch

8.4 out of 10, Very good, (12)
"House is super clean, easy parking. "
The price is €587
includes taxes & fees
6 Aug - 7 Aug
Amazing family and group-friendly accommodation #TheBackDorch
Heart of Southie - Hot Tub + Walk to Top Bars
Enjoy a comfortable stay with two single beds, a desk, and a small refrigerator.

Heart of Southie - Hot Tub + Walk to Top Bars

10.0 out of 10, Exceptional, (13)
"This place was fantastic for a quick guys trip to Boston! The owner was very responsive, the place was clean and we had a lot fun!"
Heart of Southie - Hot Tub + Walk to Top Bars
383-Spacious NEW townhouse 7 beds 3 baths 20’To Boston
Stroll through a serene garden surrounded by vibrant blooms and a soothing waterfall.

383-Spacious NEW townhouse 7 beds 3 baths 20’To Boston

9.6 out of 10, Exceptional, (37)
"This property is outstanding! My family and I love staying there! Very clean, cozy, peaceful, and beautiful home. The host kept us updated from start to finish, also recommend great place to eat and visit. We will definitely stay there again when we visit Boston!!"
The price is €427
includes taxes & fees
6 Aug - 7 Aug
383-Spacious NEW townhouse 7 beds 3 baths 20’To Boston
BOOK NOW! Beathtaking Ocean front Estate w/HotTub!
Relax in the hot tub on the ocean-view deck with a ladder for easy access.

BOOK NOW! Beathtaking Ocean front Estate w/HotTub!

10.0 out of 10, Exceptional, (5)
"Book this house! Beautiful property RIGHT on the water. Stunning out-of-this-world views, exceptionally furnished, very clean, modern, everything you could want and more! Have your morning coffee outside on the porch taking in the ocean scenery, then go for a walk in the lovely neighborhood and on the beach nearby, pop into town for lunch and a little shopping in cute shops, check out the lighthouse, head home to play games and do puzzles by the fireplace, cook a delicious dinner, fall asleep to...
BOOK NOW! Beathtaking Ocean front Estate w/HotTub!
Charming 2 bedroom house 5 miles from Logan Airport/ Boston. Walking to train.
Cozy living space with a sofa, coffee table, and reading materials.

Charming 2 bedroom house 5 miles from Logan Airport/ Boston. Walking to train.

2.0 star property
9.8 out of 10, Exceptional, (6)
"Lived the location and light!!Thanks!!"
Charming 2 bedroom house 5 miles from Logan Airport/ Boston. Walking to train.
Charming 2-bedroom building in delightful Hull with ocean view
Enjoy the serene views of the surrounding water from this deck, featuring comfortable outdoor seating and lush greenery.

Charming 2-bedroom building in delightful Hull with ocean view

10.0 out of 10, Exceptional, (2)
"Great place to stay we had a great time the host was awesome and easy to communicate with thank you for a wonderful weekend"
The price is €348
includes taxes & fees
26 Aug - 27 Aug
Charming 2-bedroom building in delightful Hull with ocean view
Historic and Charming Brownstone
Relax in this stylish room with a large bed, tufted headboard, and city view.

Historic and Charming Brownstone

9.8 out of 10, Exceptional, (53)
"We stayed for a week with extended family to celebrate Thanksgiving in Boston. This property was great! We served many big meals, had a very well equipped kitchen. One thing to note is the upstairs room with the futon in it is a pass-through room that two other bedrooms open into, we had a teenager sleeping in there, and it was fine, but not much privacy. Compared to many other Boston properties, the stairs are not too steep, and not too narrow, which was great for my in-laws. Would love to...
Historic and Charming Brownstone
Spacious vacation townhome unit with a pool
Relax by the rectangular pool surrounded by lush greenery and a brick border.

Spacious vacation townhome unit with a pool

10.0 out of 10, Exceptional, (12)
"Traveled to Boston for the A250 and this place was perfect to travel between Boston, Concord and Lexington. Excellent walking trails next to the property. Nicely furnished, clean, overall relaxing environment."
Spacious vacation townhome unit with a pool
Oceanfront w/Amazing Views! Hottub! Location!
Enjoy meals with a view of the ocean from this dining area, featuring a round table and comfortable seating.

Oceanfront w/Amazing Views! Hottub! Location!

10.0 out of 10, Exceptional, (11)
"Place was very nice and clean, would definitely come back."
The price is €969
includes taxes & fees
31 Jul - 1 Aug
Oceanfront w/Amazing Views! Hottub! Location!
Newly Renovated Luxury 3-Bed 2-Bath House with Easy Airport Access
Relax in a cozy living room with a large sofa, coffee table, and fireplace.

Newly Renovated Luxury 3-Bed 2-Bath House with Easy Airport Access

9.6 out of 10, Exceptional, (4)
"Responsive owner, noce clean quiet property. "
The price is €258
includes taxes & fees
30 Jul - 31 Jul
Newly Renovated Luxury 3-Bed 2-Bath House with Easy Airport Access
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Randolph Hotel Reviews

The Dagny Boston

The Dagny Boston

10/10 Excellent
"The Dagny is a beautiful historic property with every moderm convenience at your fingertips. It was a plus to be welcomed with a glass of champagne. The room did not feel small at all. It felt very clean and the staff was friendly and attentive. We would recommend staying here to family and friends. "
Johnathan Emilio 3-night trip
Posted 11 hours ago
The Dagny Boston