Southborough Holiday Rentals

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Holiday Rentals in Southborough

Crescent Suites Hotel

3.0 star property
9.6 out of 10, Exceptional, (957)
"Parking easily available, short walk to restaurants. Property is clean, quiet, and the rooms are warm and friendly."
The price is HK$1,314
HK$1,468 total
includes taxes & fees
24 Dec - 25 Dec
Crescent Suites Hotel

Residences at Solomon Pond

3.5 star property
8.0 out of 10, Very good, (138)
"Good"
The price is HK$903
HK$1,008 total
includes taxes & fees
29 Dec - 30 Dec
Residences at Solomon Pond

Lake Access 4 Bed 3 Full Bath

10.0 out of 10, Exceptional, (14)
"Everything was great, a few suggestions, maybe provide more towels, maybe some shelving in the bathrooms to put stuff on it was pretty sparse. Otherwise we enjoyed are stay and would come back again. Thank You"
The price is HK$2,360
HK$5,810 total
includes taxes & fees
14 Jan - 15 Jan 2025
Lake Access 4 Bed 3 Full Bath

One Bedroom Queen Suite with sofa bed and fully equipped kitchen

6.0 out of 10, (1)
"Put my and my family of 5 in the wrong room, which they easily changed to a 2x2 as i had rented. Sunday afternoon the "maintence" man let himself in as we are in the room letting our dog outside. He didnt speak much english. Not sure what he was doing but he looked in our electric oven and than left. We didnt feel real safe so when we left we made sure to tske any valubles out and rigged the room to see of people had come in again. "
The price is HK$1,020
HK$1,236 total
includes taxes & fees
24 Dec - 25 Dec
One Bedroom Queen Suite with sofa bed and fully equipped kitchen

Terrific vacation house only 4.5 miles away from downtown Boston

10.0 out of 10, Exceptional, (34)
"The property was clean and in a quiet neighborhood close to public transportation. The house has a roomy kitchen and open living area and plenty of sleeping options. Jeff, the host, was helpful with any concerns we had and rectified them immediately. I'd highly recommend this listing. "
The price is HK$3,103
HK$6,069 total
includes taxes & fees
30 Dec - 31 Dec
Terrific vacation house only 4.5 miles away from downtown Boston

Perfect Getaway in Historic NewtonHighland (CDC Safe)

8.8 out of 10, Excellent, (17)
"We absolutely loved this place. The beds were very comfortable and the location was great. Being able to park in the driveway was a great bonus!"
Perfect Getaway in Historic NewtonHighland (CDC Safe)

Beautiful Renovated CASTLE 5Bedrooms 2bath near BOSTON

8.0 out of 10, Very good, (2)
"House was comfortable and cozy. Recommend this place for anyone looking to stay in the Marlborough area. "
The price is HK$2,885
HK$6,167 total
includes taxes & fees
26 Dec - 27 Dec
Beautiful Renovated CASTLE 5Bedrooms 2bath near BOSTON

BRAND NEW Designer 2br*SMART TVs*WD*Free Parking*Free Fios Wifi* Close to BOSTON

8.0 out of 10, Very good, (1)
"Did what we needed it to do, was very clean and peaceful. Response time could’ve been better on communication. But overall was a great stay and would definitely stay again."
The price is HK$1,625
HK$5,298 total
includes taxes & fees
24 Dec - 25 Dec
BRAND NEW Designer 2br*SMART TVs*WD*Free Parking*Free Fios Wifi* Close to BOSTON

5BR 2BTH Bright & Spacious Apt in Brighton

6.0 out of 10, (1)
"The location is great! Close to doamd"
The price is HK$1,664
HK$5,488 total
includes taxes & fees
7 Jan - 8 Jan 2025
5BR 2BTH Bright & Spacious Apt in Brighton

West End Deluxe Suite- HOT DEAL 🔥SAVE up to 20% Long term stays welcome!

9.8 out of 10, Exceptional, (50)
"I have a son who attends Babson College. He turned 21 on 11/19 and he was not coming home for Thanksgiving. So we took the double celebration to him. We did not want to stay in a hotel and be on top of each other for 5 days and four nights, so we thought we would stay at a VRBO Residence. The stay was fantastic, everything we needed was in place, everyone had their own space. I am now a believer. The space was exactly what we needed and wanted. Excellent Stay!"
West End Deluxe Suite- HOT DEAL 🔥SAVE up to 20% Long term stays welcome!

Beautiful 2 Bedrooms with 2 Beds in Shrewsbury

9.8 out of 10, Exceptional, (30)
"This was an amazing property! My mother stayed there and said it was cozy and she felt at home. The place was clean, cozy, and quaint! Would definitely stay there again!"
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury

Beautiful 6000 sq ft home 20 min to Boston

9.4 out of 10, Exceptional, (72)
"Group of 10 college friends gather to attend a college football game. Plenty of room for 4 couples and two singles. Too bad the weather didn't cooperate to use the backyard!"
Beautiful 6000 sq ft home 20 min to Boston

Spacious Private Retreat Near Downtown Boston!

10.0 out of 10, Exceptional, (8)
"7 family members from Baltimore, Wawatosa, Covina and Santa Barbara shared these wonderful units and visited with with other family members who were nearby (about a mile and a half away) for four days. Very much enjoyed the visit and the accommodations......"
Spacious Private Retreat Near Downtown Boston!

"Home Away from Home" is in a Victorian home in a beautiful, safe neighborhood

4.0 out of 10, (3)
"I arrived on a rainy night, not knowing there were several steps up to the front door as there was only a picture of the back door on the VRBO page. I tripped up and hurt my knee carrying my bags up the stairs. The host was not only unsympathetic but blamed me for not “reading the description” and asked if I wanted to see her bruises from falls!! The photos gave the impression that this would be a private space with bedroom, kitchenette and bathroom. However, these are rooms within the hosts...
"Home Away from Home" is in a Victorian home in a beautiful, safe neighborhood

Spacious Private Entrance Master Bedroom/Bath

10.0 out of 10, Exceptional, (80)
"This location was perfect to visit my daughter that lives nearby. The accommodations were perfect and the owners were awesome, answering all my questions immediately. It has easy access to major roads and I hope return."
The price is HK$770
HK$1,314 total
includes taxes & fees
6 Jan - 7 Jan 2025
Spacious Private Entrance Master Bedroom/Bath

Gorgeous, Peaceful Sanctuary on lake minutes from Boston & all local colleges.

10.0 out of 10, Exceptional, (4)
"We truly enjoyed our stay. This beautiful property is not only beautiful, it is clean and well-maintained. The owner was welcoming and helpful. If you're looking for a quiet retreat to enjoy time with your family this is a wonderful place. The one and only reason we would not re-book this property is the fact that the home has cameras in the living spaces. I did not notice on the description of the home that there would be cameras inside of the home. Privacy is important. Over all, we enjoyed...
Gorgeous, Peaceful Sanctuary on lake minutes from Boston & all local colleges.

Near scenic Fresh Pond, Charles river, shops, Harvard Sq access , Free parking

9.2 out of 10, Wonderful, (93)
"Within walking distance of restaurants and shops. Also not very far from the bust system or subway."
Near scenic Fresh Pond, Charles river, shops, Harvard Sq access , Free parking

Contemporary house on 8 acres of wild flowers, trees and trails; pet friendly

10.0 out of 10, Exceptional, (44)
"Great views, comfortable, modern guest house with fun amenities. Will return!"
The price is HK$2,333
HK$4,143 total
includes taxes & fees
13 Jan - 14 Jan 2025
Contemporary house on 8 acres of wild flowers, trees and trails; pet friendly

105-year-old 4-bedroom Single Family Near Boston

10.0 out of 10, Exceptional, (28)
"We took our family to Boston to celebrate with other family members and rented this house. The location was great. The neighborhood is quiet. It’s on a dead end and there’s plenty of space at the house. The weather was too cold to enjoy the deck. Would highly recommend to anyone visiting the Boston area."
105-year-old 4-bedroom Single Family Near Boston

Harvard House Host Your 2024 Family Gathering In Boston at This Beautiful Venue

9.8 out of 10, Exceptional, (62)
"Once again, we are so appreciative of all the comfortable first-floor spaces to spread out as a family. The kitchen is equipped to produce a fully home-prepared feast—all the utensils, pots, pans, knives, and dishes you might need. The dining room table can comfortably accommodate a very large group. Cozy beds, extra blankets as needed, and loads of towels. The host is very communicative and caring."
Harvard House Host Your 2024 Family Gathering In Boston at This Beautiful Venue
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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Other types of properties in Southborough you may be interested in

Red Roof Inn Boston - Southborough/ Worcester

2.0 star property
7.2 out of 10, Good, (1001)
"The property is outdated compared to many places I stay, whether in MA or other New England states. They have no windows and the heat doesn't work great. Very friendly staff! It was convenient for my need."
The price is HK$583
HK$652 total
includes taxes & fees
1 Jan - 2 Jan 2025
Red Roof Inn Boston - Southborough/ Worcester

Four Points by Sheraton Boston Newton

3.5 star property
8.4 out of 10, Very good, (2568)
"Close to BC Newton campus. Very convenient. "
The price is HK$712
HK$796 total
includes taxes & fees
24 Dec - 25 Dec
Four Points by Sheraton Boston Newton

The Boston Hotel

2.0 star property
7.2 out of 10, Good, (486)
"Cheap affordable stay. Not a hotel to impress anyone. Good place for a quick night. "
The price is HK$1,011
HK$1,177 total
includes taxes & fees
24 Dec - 25 Dec
The Boston Hotel
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.

Frequently asked questions

Are there holiday rentals in Southborough?

Yes, there are holiday rentals close to the most popular sights in Southborough, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Southborough has a good selection of restaurants. Make sure you have time to check out the live music while you're in the area.

What are some of the best holiday rentals that Southborough has to offer?

105-year-old 4-bedroom Single Family Near Boston: This holiday home rental outside of Southborough offers a balcony, a private garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals will I find in Southborough?

With 4 Expedia holiday rentals, you're guaranteed to find just the right place for your Southborough stay.

What’s there to see and do in Southborough?

Hopkinton State Park and Sudbury Reservoir are a couple of lovely local spots to get outside and enjoy nature. Apex Entertainment Center and Framingham State University are a couple of places you'll find in the wider area.

What’s a holiday rental in Southborough like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Southborough. Holiday rentals offer extras like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for a small group gathering.