Search Vacation Homes in Randolph

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Find holiday rentals that suit your style

Check prices for these dates

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 35
Randolph
10.0 out of 10, Exceptional, (5 reviews)
"Great house, would absolutely stay here again. Clean, large and in a safe area."
United States
Heather W.
The price is HK$1,669
HK$4,213 total
includes taxes & fees
18 Nov - 19 Nov
Luxury & Private 6BR Single House • Summer Retreat w/ Parking & Pet-Friendly 35

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 17
Randolph
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."
United States
Anonymous traveller
The price is HK$1,249
HK$3,393 total
includes taxes & fees
15 Nov - 16 Nov
Pet-Friendly 4BR Single Home • Easy Access I-93 w/ Free Parking 17

3. Charming garden level 1 bedroom 1 bath apartment in Brockton

Charming garden level 1 bedroom 1 bath apartment in Brockton
Brockton
8.6 out of 10, Excellent, (19 reviews)
"Pet friendly"
United States
John
The price is HK$741
HK$1,284 total
includes taxes & fees
16 Nov - 17 Nov
Charming garden level 1 bedroom 1 bath apartment in Brockton

4. Private Suite w/ Bath & Free Parking

Private Suite w/ Bath & Free Parking
Brockton
10.0 out of 10, Exceptional, (5 reviews)
"It was a very nice little place with a convienient patio deck."
United States
Robin
The price is HK$784
HK$1,094 total
includes taxes & fees
17 Nov - 18 Nov
Private Suite w/ Bath & Free Parking

5. Cozy three-bedroom home close to Boston w/ plenty of parking

Cozy three-bedroom home close to Boston w/ plenty of parking
North Braintree
10.0 out of 10, Exceptional, (61 reviews)
"Great overall stay!"
United States
Chris R.
The price is HK$1,518
HK$3,369 total
includes taxes & fees
16 Nov - 17 Nov
Cozy three-bedroom home close to Boston w/ plenty of parking

6. Modern Boston Townhouse Near Transit • Private Deck • Pet-Friendly - 383

Modern Boston Townhouse Near Transit • Private Deck • Pet-Friendly - 383
Quincy
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."
United States
Mark T.
The price is HK$1,170
HK$2,656 total
includes taxes & fees
16 Nov - 17 Nov
Modern Boston Townhouse Near Transit • Private Deck • Pet-Friendly - 383

7. Spacious Greater Boston Townhouse Near I-93 • Parking • Pet-Friendly | 37

Spacious Greater Boston Townhouse Near I-93 • Parking • Pet-Friendly | 37
Quincy
9.2 out of 10, Wonderful, (40 reviews)
"Everything was absolutely excellent."
United States
Rafael M.
The price is HK$1,170
HK$2,656 total
includes taxes & fees
16 Nov - 17 Nov
Spacious Greater Boston Townhouse Near I-93 • Parking • Pet-Friendly | 37

8. Newly Built Greater Boston Townhouse Near I-93 • Parking • Pet-Friendly - 39

Newly Built Greater Boston Townhouse Near I-93 • Parking • Pet-Friendly - 39
Quincy
9.6 out of 10, Exceptional, (57 reviews)
"Very clean and stay was enjoyable. "
United States
Sheldon S.
The price is HK$1,167
HK$2,548 total
includes taxes & fees
17 Nov - 18 Nov
Newly Built Greater Boston Townhouse Near I-93 • Parking • Pet-Friendly - 39

9. Charming 3-Beds In 2-bedrooms Apartment Near Quincy Adams

Charming 3-Beds In 2-bedrooms Apartment Near Quincy Adams
Quincy
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."
United States
Ryan E.
The price is HK$1,569
HK$2,454 total
includes taxes & fees
22 Nov - 23 Nov
Charming 3-Beds In 2-bedrooms Apartment Near Quincy Adams

10. Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41

Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41
Quincy
9.6 out of 10, Exceptional, (37 reviews)
"We enjoyed our stay at this place. Comfortable and plenty of space for us."
United States
Jeff L.
The price is HK$1,249
HK$2,753 total
includes taxes & fees
19 Nov - 20 Nov
Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41

11. Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking

Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking
Dorchester
9.6 out of 10, Exceptional, (11 reviews)
"Amazing place and great host!"
United States
Harmoni C.
The price is HK$1,060
HK$1,624 total
includes taxes & fees
16 Nov - 17 Nov
Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking

12. Renovated Beach House Close to Everything, Minutes to Boston

Renovated Beach House Close to Everything, Minutes to Boston
Quincy
9.2 out of 10, Wonderful, (126 reviews)
"Great location! Owner was responsive with any issues."
United States
Samuel K.
The price is HK$1,341
HK$3,058 total
includes taxes & fees
16 Nov - 17 Nov
Renovated Beach House Close to Everything, Minutes to Boston

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."
United States
Travis B.
The price is HK$1,569
HK$3,286 total
includes taxes & fees
1 Dec - 2 Dec
Modern Upper-Level Oasis, Minutes to Boston.

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 Boston
Dorchester
9.4 out of 10, Exceptional, (22 reviews)
"Nice place, nice area, train was easily accessible for transportation. Overall very good place to stay."
United States
Janis F.
The price is HK$1,167
HK$2,929 total
includes taxes & fees
15 Nov - 16 Nov
76/1 - SPRING GETAWAY 10% OFF! Spacious 4-bedroom apartment in charming Boston

15. Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026

Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026
Westwood
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."
United States
Eva O.
The price is HK$1,765
HK$2,427 total
includes taxes & fees
20 Nov - 21 Nov
Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026

16. 284 - Cozy House with free huge parking

284 - Cozy House with free huge parking
Quincy
9.6 out of 10, Exceptional, (81 reviews)
"Communication with the host was great! The most important"
United States
Fayette J.
The price is HK$1,418
HK$3,845 total
includes taxes & fees
16 Nov - 17 Nov
284 - Cozy House with free huge parking

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 Boston
Dorchester
10.0 out of 10, Exceptional, (21 reviews)
"Great highly recommend"
United States
L M.
The price is HK$1,418
HK$3,732 total
includes taxes & fees
16 Nov - 17 Nov
76/2-SPRING GETAWAY EARLY BIRD 10%!Cozy & Spacious 5-bedroom apartment in Boston

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 37/2
Dorchester
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!"
United States
Julie C.
The price is HK$1,164
HK$2,925 total
includes taxes & fees
15 Nov - 16 Nov
Exclusive Summer Offer · Spacious 4BR Boston Stay w/ Parking & Pet-Friendly 37/2

19. Spacious 5BR Executive Retreat - 10 Min to Boston

Spacious 5BR Executive Retreat - 10 Min to Boston
Milton
The price is HK$2,787
HK$6,260 total
includes taxes & fees
7 Dec - 8 Dec
Spacious 5BR Executive Retreat - 10 Min to Boston

20. 4BR Family Vacation Home • Near Boston • Gillette Stadium • Free Parking

4BR Family Vacation Home • Near Boston • Gillette Stadium • Free Parking
Norwood
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."
United States
Chris B.
The price is HK$2,577
HK$5,507 total
includes taxes & fees
20 Nov - 21 Nov
4BR Family Vacation Home • Near Boston • Gillette Stadium • Free Parking
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.

A suburban town with a main road, residential houses, and a construction site.

Top reviews in Randolph

Explore a world of travel with Expedia