Boston Vacation Rentals

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Vacation Rentals in Boston

Property grounds
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail
10.0 out of 10, Exceptional, (172)
"This spot was perfect for a quick Bourbon tour getaway for 4 of us. The property was exactly as shown on VRBO and had everything we could possibly need. We enjoyed the hot tub and the huge variety of games. The owner was super responsive to questions and requests. Would definitely stay here again, and will recommend to anyone I know making the trip down to lovely Kentucky."
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail
Interior
Beautiful apartment in the heart of downtown Bardstown, KY
9.8 out of 10, Exceptional, (93)
"Really nice place, convenient to the historic downtown area."
The price is $130
$227 total
includes taxes & fees
May 9 - May 10
Beautiful apartment in the heart of downtown Bardstown, KY
Interior
Beautiful Decorated Apartment located in the heart of Downtown Bardstown, KY
10.0 out of 10, Exceptional, (160)
"Perfect location with all the comforts of home!"
The price is $179
$277 total
includes taxes & fees
May 7 - May 8
Beautiful Decorated Apartment located in the heart of Downtown Bardstown, KY
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Interior
Kentucky House: 22-acre Property on Bourbon Trail
3.5 star property
Kentucky House: 22-acre Property on Bourbon Trail
Fridge, microwave, oven, stovetop
BOOK NOW FOR DERBY! Bourbon Trail/Parks Easy access to Downtown w/Pool/Firepit
10.0 out of 10, Exceptional, (63)
"We loved the property and Tammie was such an amazing host. She went above and beyond to make our experience wonderful. I would stay here again in a second."
BOOK NOW FOR DERBY! Bourbon Trail/Parks Easy access to Downtown w/Pool/Firepit
Fridge, microwave, oven, stovetop
Time To Relax, 5 BR, 2 Kings, 4 Queens, 3 Baths
Time To Relax, 5 BR, 2 Kings, 4 Queens, 3 Baths
Fridge, microwave, oven, stovetop
Couples Cozy Lake Cottage at Edgewater Resort 36
9.6 out of 10, Exceptional, (36)
"We would have loved to stay longer"
Couples Cozy Lake Cottage at Edgewater Resort 36
Exterior
A Room Off Broadway, a prime downtown hideaway
10.0 out of 10, Exceptional, (46)
"There was nothing we didn't like. It is as good as a 5 star hotel. Every detail was thought of to make our stay wonderful. Awesome host ❤️ Wish we had another day to just sit on the private back porch. Maybe one day!!"
The price is $110
$171 total
includes taxes & fees
May 6 - May 7
A Room Off Broadway, a prime downtown hideaway
Outdoor dining
Open Derby Week! Classic Kentucky Farm to host your Bluegrass Bourbon Adventure
10.0 out of 10, Exceptional, (23)
"Great location for distilleries and racing at Keeneland. Beautiful property with comfortable accommodations for 8 adults. Everything we could have wanted was available. The host was easy to reach and very accommodating. Wish I could give more than 5 stars!!"
Open Derby Week! Classic Kentucky Farm to host your Bluegrass Bourbon Adventure
Property grounds
Stay downtown within walking distance of restaurants, shopping, and breweries!
9.6 out of 10, Exceptional, (40)
"Every thing was great"
The price is $130
$217 total
includes taxes & fees
May 5 - May 6
Stay downtown within walking distance of restaurants, shopping, and breweries!
Interior
Cozy cabin surrounded by nature, w/2 fire pits. Super close to towns and parks.
10.0 out of 10, Exceptional, (3)
"Great"
Cozy cabin surrounded by nature, w/2 fire pits. Super close to towns and parks.
Smart TV, DVD player, books
Family Wooded Retreat- Cottage 41
9.0 out of 10, Wonderful, (4)
"The basics on the property were as expected. The snacks were a nice touch and the basics for the property were fine. The TV only had Roku, so any network TV, such as watching the World Series at night, couldn't be done. I've stayed at other VRBOs and they were upfront about the TV channels access. Letting the renters know upfront on the property summary that the TV is only Roku should be done. The property manual on-site is way out of date and held in a broken spiral notebook. It contains...
Family Wooded Retreat- Cottage 41
Interior
Spacious Kentucky Home in the Heart of Derby and Bourbon Country
10.0 out of 10, Exceptional, (1)
"Our family had a great stay in Mount Washington for Thanksgiving. We had three generations in the house staying together, and it was perfect for what we all needed. Every bedroom except one has its own connected bathroom, which made showers and getting ready so easy. Amazingly, we never ran out of hot water! Big plus! The house has been completely renovated and everything is new and beautiful. The kitchen was perfectly stocked with everything we needed for cooking. The TVs were connected to...
Spacious Kentucky Home in the Heart of Derby and Bourbon Country
Exterior
Barrel House in Bardstown
The price is $113
$244 total
includes taxes & fees
May 21 - May 22
Barrel House in Bardstown
Property grounds
GET AWAY FROM IT ALL - Cottage 28 Taylorsville Lake
9.4 out of 10, Exceptional, (22)
"Yearly my wife and I get away just to enjoy our time together. This is the second year in a row we stayed at this location and we are planning on next year already. The cabin is so relaxing and the host is outstanding in communicating with us before our arrival. This is the place to be. Thank you for an enjoyable time."
GET AWAY FROM IT ALL - Cottage 28 Taylorsville Lake
Exterior
Apartment Downtown Bardstown<br>The PACK
10.0 out of 10, Exceptional, (27)
"The location was perfect for a quick getaway to the KY Bourbon Trail! Plenty of restaurants within walking distance, and even a quaint bourbon bar around the corner! You can hear the restaurant downstairs a little in the morning, but overall wasn’t a big deal. Was a great stay!"
The price is $175
$270 total
includes taxes & fees
May 5 - May 6
Apartment Downtown Bardstown<br>The PACK
Fridge, microwave, oven, stovetop
Call Me Old Fashioned! *Heart of Bardstown Square*
10.0 out of 10, Exceptional, (30)
"We loved this property. It was perfect for us, three couples. It was a little rainy on our weekend so didn’t get a chance to walk into town but loved how close we were to everything."
Call Me Old Fashioned! *Heart of Bardstown Square*
Fridge, microwave, oven, stovetop
✸ Cozy Bungalow w Lg Yard | Ball Park 2.7 mi Downtown 1.1 mi✸
9.8 out of 10, Exceptional, (10)
"The home was very comfortable and inviting, large kitchen "
✸ Cozy Bungalow w Lg Yard | Ball Park 2.7 mi Downtown 1.1 mi✸
Smart TV, fireplace, video games, foosball
LogCabin-15 min Bardstown Pool
10.0 out of 10, Exceptional, (2)
"We had eleven family members together to celebrate our parent's anniversary. The house and grounds are gorgeous! The layout of the house is great for that many people. Lots of areas to gather and visit or play games. There were a couple hiccups that were addressed very quickly. We also found out they were probably due to lightning or power surge from tornado that had come through the day before our visit. So, we can hardly blame them for freak occurrences. Overall, we all had an amazing time. We...
LogCabin-15 min Bardstown Pool
Property grounds
Angels Envy 29 - A relaxing place by the lake!
9.6 out of 10, Exceptional, (10)
"This property was located in a resort with several other cottages and homes yet it was nice and quiet. The cottage we stayed in was clean and was very well equipped with all your kitchen needs. Our get away was more about relaxing away from people so we didnt utilize the lake, but it was easily accessible just minutes from where we were. The hottub was clean and ready to use. We had 2 full baths at our disposal as well; an added convenience. Our dogs enjoyed our walks down the road and in the...
Angels Envy 29 - A relaxing place by the lake!
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See all available properties in Boston
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.

Other types of properties in Boston you may be interested in

Lobby
Gold Vault Inn
2.5 star property
8.2 out of 10, Very Good, (712)
"Staff- very nice and helpful. Should state that the whirlpool was non functioning..😒"
The price is $84
$93 total
includes taxes & fees
May 9 - May 10
Gold Vault Inn
Pillowtop beds, desk, laptop workspace, blackout drapes
Distill-Inn
2.5 star property
9.0 out of 10, Wonderful, (601)
"We really enjoyed the Distill Inn! Everyone was so nice and helpful. It was in a convenient area. We loved the bar! Great experience!"
The price is $99
$109 total
includes taxes & fees
May 5 - May 6
Distill-Inn
Lobby
Quality Inn & Suites Brooks Louisville South
3.0 star property
8.0 out of 10, Very Good, (101)
"Was treated very nicely when checking in."
The price is $71
$79 total
includes taxes & fees
Jun 2 - Jun 3
Quality Inn & Suites Brooks Louisville South
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.

Everything you need to know about Boston vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Boston vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Boston vacation 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 low season months. For more hustle and bustle, you may prefer to visit Boston in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $110 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Boston rentals

At Expedia, we put the best Boston vacation 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 vacation.

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

Can I find vacation rentals in Boston?

Yes, we offer vacation rentals near popular attractions in Boston, or you can go with a secluded option if you're looking for relaxation.

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

BOOK NOW FOR DERBY! Bourbon Trail/Parks Easy access to Downtown w/Pool/Firepit: This vacation home near Boston is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

What’s there to see and do in Boston?

Explore the area and family-friendly sights such as Kentucky Railway Museum, or get out into nature at a spot like Bernheim Arboretum and Research Forest. In the larger area, you’ll find Jim Beam American Outpost and Heaven Hill Bourbon Heritage Center.

What’s a vacation rental in Boston like?

A vacation rental is a private property you can stay in for a long or short time in Boston. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of safety away from shared hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for families.

Recent reviews of Boston properties
Expedia verified reviews

La Quinta Inn & Suites by Wyndham Bardstown

La Quinta Inn & Suites by Wyndham Bardstown

5/5 Excellent
Comfortable one night stay.
"Nice stay. Suggestions - put paper towels in the room so things that spill in the microwave can be cleaned up without leaving a mess for housekeeping or using the towels in the room"
A verified traveler stayed at La Quinta Inn & Suites by Wyndham Bardstown
Posted 2 days ago
La Quinta Inn & Suites by Wyndham Bardstown