Holiday Rentals in Boston

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Boston holiday rentals

A hotel room with two beds, a small table, a mirror, and a bathroom with a sink and toilet.

1. 2 Queen Beds Non-Smoking

2 Queen Beds Non-Smoking
Richmond IN
9.8 out of 10, Exceptional, (119 reviews)
"Loved how cozy and inviting this place felt!"
United States
Anonymous traveller
The price is €67
includes taxes & fees
11 Nov - 12 Nov
2 Queen Beds Non-Smoking
A hotel lobby with a reception desk, a dining area with round tables and chairs, a kitchen area, and a window with a view.

2. King Bed Non-Smoking

King Bed Non-Smoking
Richmond IN
10.0 out of 10, Exceptional, (154 reviews)
"The staff were friendly and helpful throughout our stay. It felt welcoming right away."
United States
Anonymous traveller
The price is €61
includes taxes & fees
11 Nov - 12 Nov
King Bed Non-Smoking
A two-story house with a steeply pitched roof, a yellow front door, and a number '405' on the side.

3. Charming Home! Prime Location! Dog-Friendly!

Charming Home! Prime Location! Dog-Friendly!
Richmond
9.8 out of 10, Exceptional, (22 reviews)
"Great house in beautiful neighborhood."
United States
Chad H.
The price is €287
includes taxes & fees
22 Nov - 23 Nov
Charming Home! Prime Location! Dog-Friendly!
A grand staircase with ornate wooden railings and a decorative balustrade, leading to a room with large stained glass windows and a chandelier.

4. Westcott Mansion with Pickleball Court & Huge Gazebo

Westcott Mansion with Pickleball Court & Huge Gazebo
Richmond
9.8 out of 10, Exceptional, (41 reviews)
"We had the best time. House was gorgeous and unique. Perfect place for our group as everyone had their own room and their own bed! Would absolutely stay here again. "
United States
Megan H.
The price is €279
includes taxes & fees
16 Nov - 17 Nov
Westcott Mansion with Pickleball Court & Huge Gazebo
A large indoor swimming pool with multiple lounge chairs and a changing room.

5. 2 Queen Beds | Non-Smoking

2 Queen Beds | Non-Smoking
Richmond IN
10.0 out of 10, Exceptional, (5 reviews)
The price is €60
includes taxes & fees
11 Nov - 12 Nov
2 Queen Beds | Non-Smoking
A rustic kitchen with wooden beams, a sink, a refrigerator, and a window with curtains.

6. Hannah's Creek Farm Cottage

Hannah's Creek Farm Cottage
Liberty
9.8 out of 10, Exceptional, (9 reviews)
"Lovely host, and beautiful location. We enjoyed the quiet away from town a lot."
United States
Melissa H.
The price is €149
includes taxes & fees
24 Nov - 25 Nov
Hannah's Creek Farm Cottage
A modern living room with a sofa, armchair, and a white spiral staircase.

7. Quaker Hill Cottage on gated estate with fire pit & hiking trails

Quaker Hill Cottage on gated estate with fire pit & hiking trails
Richmond
9.2 out of 10, Wonderful, (39 reviews)
"Very nice place to spend the night while passing through on Route 70. The Thistlethwaite Falls are only minutes away and were a perfect evening activity after driving all day."
United States
Jon and Keri C.
The price is €190
includes taxes & fees
22 Nov - 23 Nov
Quaker Hill Cottage on gated estate with fire pit & hiking trails
A modern interior with leather chairs, a wooden cabinet, and large windows offering a view of greenery.

8. 18 Acre Farm - Pickleball, Pond, Outdoor Kitchen

18 Acre Farm - Pickleball, Pond, Outdoor Kitchen
Wayne Township
10.0 out of 10, Exceptional, (12 reviews)
"Super week stay a very unique well equipped house - From the inside kitchen to the outdoor kitchen and grilling area plus wildlife galore, nothing is better then eating breakfast and deers show up and pose outside the windows The house is fitted in a retro style with modern amenities. Would definitely stay there again"
United States
Robin A.
18 Acre Farm - Pickleball, Pond, Outdoor Kitchen
A living room with a beige sofa, a grey recliner, a flat-screen TV on a wooden stand, and a window with curtains.

9. Let's Stay in Eaton OH - Oxford OH and Richmond IN -cozy & clean

Let's Stay in Eaton OH - Oxford OH and Richmond IN -cozy & clean
Eaton
10.0 out of 10, Exceptional, (7 reviews)
"Very clean and it sits on a very quiet street.Description is accurate, host very easy to do business with."
United States
Eugene A.
The price is €120
includes taxes & fees
11 Nov - 12 Nov
Let's Stay in Eaton OH - Oxford OH and Richmond IN -cozy & clean
A large indoor swimming pool with multiple lounge chairs and a tiled floor.

10. 1 QUEEN BED | BUSINESS, NON-SMOKING

1 QUEEN BED | BUSINESS, NON-SMOKING
Richmond IN
10.0 out of 10, Exceptional, (4 reviews)
"Would book again without hesitation if passing through Charlotte. Easy access, comfy bed, quick snack options kept it simple and good."
United States
Anonymous traveller
The price is €60
includes taxes & fees
11 Nov - 12 Nov
1 QUEEN BED | BUSINESS, NON-SMOKING
A large indoor swimming pool with multiple lounge chairs and a changing room.

11. 1 King Bed | Non-Smoking

1 King Bed | Non-Smoking
Richmond IN
10.0 out of 10, Exceptional, (2 reviews)
"Evenings spent by the pool were very relaxing, perfect way to unwind after busy days."
United States
Anonymous traveller
The price is €60
includes taxes & fees
11 Nov - 12 Nov
1 King Bed | Non-Smoking
A large indoor swimming pool with multiple lounge chairs and a tiled floor.

12. 1 KING BED | SUITE, NON-SMOKING, HOT TUB

1 KING BED | SUITE, NON-SMOKING, HOT TUB
Richmond IN
10.0 out of 10, Exceptional, (4 reviews)
"There were vending machines close to the lobby which were convenient for late-night snacks."
United States
Anonymous traveller
The price is €141
includes taxes & fees
11 Nov - 12 Nov
1 KING BED | SUITE, NON-SMOKING, HOT TUB
A sign for Hueston Woods Golf Course with a logo for the Department of Natural Resources.

13. Close to Oxford and Miami U. Pet friendly-limit 2. Country setting.

Close to Oxford and Miami U. Pet friendly-limit 2. Country setting.
Oxford
10.0 out of 10, Exceptional, (239 reviews)
"Great location and better than many of the hotel options in Oxford"
United States
REbecca B.
The price is €160
includes taxes & fees
11 Dec - 12 Dec
Close to Oxford and Miami U. Pet friendly-limit 2. Country setting.
A stone patio with a wooden deck, surrounded by trees and a blue building.

14. Quaint Stream Side Garden Flat

Quaint Stream Side Garden Flat
Somerville
9.8 out of 10, Exceptional, (84 reviews)
"Enjoyed my second stay here! "
United States
victoria k.
The price is €116
includes taxes & fees
11 Nov - 12 Nov
Quaint Stream Side Garden Flat
A narrow pathway leading to a house with a brick facade and a welcoming sign.

15. Gigi's Place - Historic Charm with Modern Comfort.

Gigi's Place - Historic Charm with Modern Comfort.
Eaton
10.0 out of 10, Exceptional, (4 reviews)
"This is an amazing place to stay! We were in the area for parent's weekend at Miami College and this was a perfect location. The little coffee/tea bar was so nice and well stocked! The kitchen was clean and had lots of supplies. Bathroom has lots of towels and other nice touches. We would definitely stay here again."
United States
Jenny D.
The price is €132
includes taxes & fees
11 Nov - 12 Nov
Gigi's Place - Historic Charm with Modern Comfort.
A cozy room with exposed brick walls, a bed with a knitted blanket, a wooden table with chairs, and hanging wicker lamps.

16. Leader Loft, Cozy and Quaint

Leader Loft, Cozy and Quaint
Lewisburg
10.0 out of 10, Exceptional, (25 reviews)
"Great place to stay!"
United States
Jessica C.
The price is €133
includes taxes & fees
11 Nov - 12 Nov
Leader Loft, Cozy and Quaint
A two-story house with a front porch, a garage, and a well-maintained lawn.

17. Christmas Themed! #1 Home Away From Home + Minutes from Miami!

Christmas Themed! #1 Home Away From Home + Minutes from Miami!
Oxford
10.0 out of 10, Exceptional, (19 reviews)
"This was a very nice and cozy place to stay."
United States
Jared S.
The price is €154
includes taxes & fees
24 Nov - 25 Nov
Christmas Themed! #1 Home Away From Home + Minutes from Miami!
A wooden bar area with a pool table, a mirror, and a sink.

18. The Hidden Gem in downtown Connersville

The Hidden Gem in downtown Connersville
Connersville
10.0 out of 10, Exceptional, (27 reviews)
"The house was fantastic. Very clean, lots of beautiful Nick nacks and such a great host!"
United States
Daniel P.
The price is €596
includes taxes & fees
21 Nov - 22 Nov
The Hidden Gem in downtown Connersville
A modern kitchen with white cabinets, a stainless steel refrigerator, and a small island with bar stools.

19. Holistic Campus Rental, LLC - Private Bedrooms in Shared Home with Shared Kitchen

Holistic Campus Rental, LLC - Private Bedrooms in Shared Home with Shared Kitchen
3.0 star property
Oxford
The price is €586
includes taxes & fees
15 Nov - 16 Nov
Holistic Campus Rental, LLC - Private Bedrooms in Shared Home with Shared Kitchen
A dining area with a large wooden table set for six, surrounded by wooden chairs. A chandelier hangs above the table, and the room features white cabinetry and a patterned rug.

20. Spacious House with Large yard and King-size bed

Spacious House with Large yard and King-size bed
West Alexandria
10.0 out of 10, Exceptional, (6 reviews)
"The house was spacious, beautiful, and very clean. It was perfectly located for our needs. We highly recommend this house. Marci was a wonderful host!"
United States
Susan W.
The price is €453
includes taxes & fees
28 Nov - 29 Nov
Spacious House with Large yard and King-size bed
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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Find out more about Boston

Everything you need to know about Boston holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Boston holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Boston holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Boston holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Boston. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Boston holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Boston holiday rentals we have selected for you start as low as €59 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Boston rentals

At Expedia, we put the best Boston holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Boston rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Boston holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Boston. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Are there holiday rentals in Boston?

Yes, there are holiday rentals close to the most popular sights in Boston, or you can select a more secluded option if you're looking for a relaxing stay.

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

Red Barn Retreat: Relaxing 3BR w/ Game Room Near Miami U: This holiday home rental outside of Boston is located in a rural location, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What’s there to see and do in Boston?

Explore the area and family-friendly sights such as Warm Glow Candle Company, or get out into nature at a spot like Glenn Miller Park. Earlham College and Wayne County Fairgrounds are a couple of places you'll find in the wider area.

What are holiday rentals like in Boston?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Boston. Holiday rentals offer extras such as hot tubs, fire pits and patios to help you enjoy your stay. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for small groups.