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Our top choices for Randolph holiday homes
1. Luxury & Private 6BR Single House • Summer Retreat w/ Parking & Pet-Friendly 35
Luxury & Private 6BR Single House • Summer Retreat w/ Parking & Pet-Friendly 35Randolph
10.0 out of 10, Exceptional, (5 reviews)
"Great house, would absolutely stay here again. Clean, large and in a safe area."
Heather W.
The price is €484
includes taxes & fees
17 Nov - 18 Nov
2. Pet-Friendly 4BR Single Home • Easy Access I-93 w/ Free Parking 17
Pet-Friendly 4BR Single Home • Easy Access I-93 w/ Free Parking 17Randolph
10.0 out of 10, Exceptional, (7 reviews)
"Great stay! Host was very responsive to any questions. Family friendly house with lots of beds and a wide open living room. Easy check in and check out process. Nice central location to all that the Boston area has to offer."
Anonymous traveller
The price is €384
includes taxes & fees
15 Nov - 16 Nov
3. Charming garden level 1 bedroom 1 bath apartment in Brockton
Charming garden level 1 bedroom 1 bath apartment in BrocktonBrockton
8.6 out of 10, Excellent, (19 reviews)
"Pet friendly"
John
The price is €151
includes taxes & fees
16 Nov - 17 Nov
4. Private Suite w/ Bath & Free Parking
Private Suite w/ Bath & Free ParkingBrockton
10.0 out of 10, Exceptional, (5 reviews)
"It was a very nice little place with a convienient patio deck."
Robin
The price is €149
includes taxes & fees
25 Nov - 26 Nov
5. Cozy three-bedroom home close to Boston w/ plenty of parking
Cozy three-bedroom home close to Boston w/ plenty of parkingNorth Braintree
10.0 out of 10, Exceptional, (61 reviews)
"Great overall stay!"
Chris R.
The price is €395
includes taxes & fees
16 Nov - 17 Nov
6. Modern Boston Townhouse Near Transit • Private Deck • Pet-Friendly - 383
Modern Boston Townhouse Near Transit • Private Deck • Pet-Friendly - 383Quincy
9.8 out of 10, Exceptional, (53 reviews)
"Extraordinarily beautiful VRBO, very clean, convenient to highway, walking distance to several eateries, walk or quick drive to the Red Line to use to get into downtown Boston, and very responsive owner."
Mark T.
The price is €307
includes taxes & fees
15 Nov - 16 Nov
7. Spacious Greater Boston Townhouse Near I-93 • Parking • Pet-Friendly | 37
Spacious Greater Boston Townhouse Near I-93 • Parking • Pet-Friendly | 37Quincy
9.2 out of 10, Wonderful, (40 reviews)
"Everything was absolutely excellent."
Rafael M.
The price is €295
includes taxes & fees
16 Nov - 17 Nov
8. Newly Built Greater Boston Townhouse Near I-93 • Parking • Pet-Friendly - 39
Newly Built Greater Boston Townhouse Near I-93 • Parking • Pet-Friendly - 39Quincy
9.6 out of 10, Exceptional, (57 reviews)
"Very clean and stay was enjoyable. "
Sheldon S.
The price is €305
includes taxes & fees
17 Nov - 18 Nov
9. Charming 3-Beds In 2-bedrooms Apartment Near Quincy Adams
Charming 3-Beds In 2-bedrooms Apartment Near Quincy AdamsQuincy
9.8 out of 10, Exceptional, (9 reviews)
"Perfect stay for the night. Communication was great and property was clean and had everything we needed."
Ryan E.
The price is €290
includes taxes & fees
22 Nov - 23 Nov
10. Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41
Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41Quincy
9.6 out of 10, Exceptional, (37 reviews)
"We enjoyed our stay at this place. Comfortable and plenty of space for us."
Jeff L.
The price is €317
includes taxes & fees
19 Nov - 20 Nov
11. Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking
Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway ParkingDorchester
9.6 out of 10, Exceptional, (11 reviews)
"Amazing place and great host!"
Harmoni C.
The price is €188
includes taxes & fees
8 Dec - 9 Dec
12. Renovated Beach House Close to Everything, Minutes to Boston
Renovated Beach House Close to Everything, Minutes to BostonQuincy
9.2 out of 10, Wonderful, (126 reviews)
"Great location! Owner was responsive with any issues."
Samuel K.
The price is €357
includes taxes & fees
16 Nov - 17 Nov
13. Modern Upper-Level Oasis, Minutes to Boston.
Modern Upper-Level Oasis, Minutes to Boston.Norwood
9.8 out of 10, Exceptional, (9 reviews)
"Cute, welcoming, and everything we needed. Host was very responsive and we had a blast."
Travis B.
The price is €375
includes taxes & fees
2 Dec - 3 Dec
14. 76/1 - SPRING GETAWAY 10% OFF! Spacious 4-bedroom apartment in charming Boston
76/1 - SPRING GETAWAY 10% OFF! Spacious 4-bedroom apartment in charming BostonDorchester
9.4 out of 10, Exceptional, (22 reviews)
"Nice place, nice area, train was easily accessible for transportation. Overall very good place to stay."
Janis F.
The price is €328
includes taxes & fees
15 Nov - 16 Nov
15. Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026
Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026Westwood
10.0 out of 10, Exceptional, (8 reviews)
"Easy-to-find location and charming accommodations. Everything was organized well and very clean. Would highly recommend this listing."
Eva O.
The price is €282
includes taxes & fees
21 Nov - 22 Nov
16. 284 - Cozy House with free huge parking
284 - Cozy House with free huge parkingQuincy
9.6 out of 10, Exceptional, (81 reviews)
"Communication with the host was great! The most important"
Fayette J.
The price is €449
includes taxes & fees
16 Nov - 17 Nov
17. 76/2-SPRING GETAWAY EARLY BIRD 10%!Cozy & Spacious 5-bedroom apartment in Boston
76/2-SPRING GETAWAY EARLY BIRD 10%!Cozy & Spacious 5-bedroom apartment in BostonDorchester
10.0 out of 10, Exceptional, (21 reviews)
"Great highly recommend"
L M.
The price is €566
includes taxes & fees
30 Nov - 1 Dec
18. Exclusive Summer Offer · Spacious 4BR Boston Stay w/ Parking & Pet-Friendly 37/2
Exclusive Summer Offer · Spacious 4BR Boston Stay w/ Parking & Pet-Friendly 37/2Dorchester
8.0 out of 10, Very good, (2 reviews)
"Was clean and easy to get into. Good amount of parking and easy to contact host with questions!"
Julie C.
The price is €328
includes taxes & fees
15 Nov - 16 Nov
19. Spacious 5BR Executive Retreat - 10 Min to Boston
Spacious 5BR Executive Retreat - 10 Min to BostonMilton
The price is €743
includes taxes & fees
30 Nov - 1 Dec
20. 4BR Family Vacation Home • Near Boston • Gillette Stadium • Free Parking
4BR Family Vacation Home • Near Boston • Gillette Stadium • Free ParkingNorwood
10.0 out of 10, Exceptional, (3 reviews)
"Not only was Joseph, our host, very accommodating, but the house was amazing! Each bed was comfortable, and each room had a TV. The life size connect 4, the video games, and the fact that every room had AC was an exciting surprise. I would definitely recommend staying here."
Chris B.
The price is €730
includes taxes & fees
15 Nov - 16 Nov
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.
Learn more about Randolph
Just minutes from Boston, this charming town offers unexpected outdoor adventures at Blue Hills Reservation's hiking trails and scenic lookouts. Visit Powers Farm Park for community events and fishing, or explore the Crawford Square Historic District where local shops serve up authentic New England comfort food.
Top reviews in Randolph
Hyatt Place Boston/Braintree
Hyatt Place Boston/BraintreeNorth Braintree
10/10 Excellent
I've been staying here for the last 12 years at this time of year and we have always had the best experience. The only improvement i would make is in the breakfast. It could be better.
Mary
