Street Vacation Rentals

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Our top choices for Street vacation rentals

Apartment in Lutherville-Timonium

* Private Suite Full of Style & Comfort *
9.2 out of 10, Wonderful, (42)
"everything was perfect"
United States
Angela b.
$150 nightly
The price is $173
Jan 4 - Jan 5, 2026
Total with taxes and fees
* Private Suite Full of Style & Comfort *
10.0 out of 10, Exceptional, (11)
"Was a great stay would definitely stay again "
United States
jerel p.
$201 nightly
The price is $213
Jan 12 - Jan 13, 2026
Total with taxes and fees
Quarry Landing - Center of Town & River View - 3 Bedroom
10.0 out of 10, Exceptional, (33)
"The River Cottage is very charming, cozy, and well-stocked with all the essentials. The host is quick to respond to inquiries. We had a wonderful and relaxing stay!"
United States
Xiaodong F.
$196 nightly
The price is $207
Jan 1 - Jan 2, 2026
Total with taxes and fees
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
10.0 out of 10, Exceptional, (22)
"It was absolutely beautiful! The house is close to everything but also tucked away. The hot tub is an extra bonus. The host was great with checking in and making sure we were comfortable for our stay. Will definitely be staying here again."
United States
Katelyn C.
$324 nightly
The price is $341
Jan 7 - Jan 8, 2026
Total with taxes and fees
Winter Getaway|Hot tub|OUTDOOR SAUNA|Fireplace|Fire-pit|
9.8 out of 10, Exceptional, (8)
"Great stay. Everything you need, quiet and clean. "
United States
Melissa J.
$152 nightly
The price is $161
Dec 26 - Dec 27
Total with taxes and fees
Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill
2.0 star property
$122 nightly
The price is $130
Jan 4 - Jan 5, 2026
Total with taxes and fees
Spacious Private 2BR Suite in Abingdon with Separate Entrance

Cottage in Jarrettsville

Charming Farm Cottage
2.0 star property
$253 nightly
The price is $268
Dec 29 - Dec 30
Total with taxes and fees
Charming Farm Cottage

Vacation Home in Lutherville-Timonium

* Beautiful Oasis w/ No Detail Spared *
9.8 out of 10, Exceptional, (46)
"Great property and value. Will be first choice on future stays in the area."
United States
Richard G.
$165 nightly
The price is $191
Jan 11 - Jan 12, 2026
Total with taxes and fees
* Beautiful Oasis w/ No Detail Spared *

Cottage in Conestoga

Restful and Quaint Cottage
9.8 out of 10, Exceptional, (127)
"We loved staying in this cottage. It is in a quiet location. Loved the hot tub. "
United States
Anonymous traveler
$313 nightly
The price is $345
Jan 5 - Jan 6, 2026
Total with taxes and fees
Restful and Quaint Cottage
8.2 out of 10, Very Good, (12)
"Nice and quiet place to stay"
United States
Gary M.
$259 nightly
The price is $275
Jan 4 - Jan 5, 2026
Total with taxes and fees
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck
$198 nightly
The price is $210
Dec 28 - Dec 29
Total with taxes and fees
Charming 1-bedroom basement in enjoyable Aberdeen with WiFi, AC
10.0 out of 10, Exceptional, (69)
"Beautiful property, highly recommend."
United States
Amanda
$310 nightly
The price is $342
Jan 12 - Jan 13, 2026
Total with taxes and fees
Updated barn apartment near Strasburg, Sight & Sound Theatre in Amish Country

Vacation Home in Bel Air

Small House on Gentleman’s Farm
10.0 out of 10, Exceptional, (13)
"Great little getaway, very clean, and the bedding was so comfy! "
United States
Joan F.
Small House on Gentleman’s Farm

Vacation Home in Bel Air

Hobbit House one of a kind home
10.0 out of 10, Exceptional, (8)
"We had a great stay! "
United States
Courtney H.
$290 nightly
The price is $292
Jan 20 - Jan 21, 2026
Total with taxes and fees
Hobbit House one of a kind home
9.2 out of 10, Wonderful, (5)
"Loved the rivershack! Great place with many extras. It doesn't get any better than paddling on the Susquehanna River!"
United States
Rob H.
$378 nightly
The price is $418
Jan 7 - Jan 8, 2026
Total with taxes and fees
The River Shack *kayaks*hottub*fishing*quiet*family
9.2 out of 10, Wonderful, (13)
"We had an excellent stay"
United States
Meagan
$212 nightly
The price is $235
Jan 4 - Jan 5, 2026
Total with taxes and fees
Winery & Vineyard Mill with 1000+ acres of hiking. Farm with Goats & Horses

Vacation Home in Lutherville-Timonium

* Lovely Gem w/ Perfect Combo of Flair & Class *
10.0 out of 10, Exceptional, (62)
"Love love love this property! Our go to when coming to Baltimore. Location is perfect -- easy access to the City and county. Walkable/runnable neighborhood is great for exercise. Cute backyard and front porch to enjoy the outdoors. Super accommodating hosts. We'll be back!"
United States
Elizabeth G.
$230 nightly
The price is $266
Jan 1 - Jan 2, 2026
Total with taxes and fees
* Lovely Gem w/ Perfect Combo of Flair & Class *
10.0 out of 10, Exceptional, (3)
"Everything was great. Comfy beds and nice kitchen with all the cookware you need. The yard is nice and big with plenty of deer roaming the property. I would definitely stay again."
United States
Shannon S.
$301 nightly
The price is $332
Dec 29 - Dec 30
Total with taxes and fees
The Safe Harbor Home | Quiet Retreat, Fire Pit, Nature

Vacation Home in Lutherville-Timonium

* Stunning New Bungalow Perfect for Everyone *
9.8 out of 10, Exceptional, (105)
"A perfect home while we were in town visiting family. Everything was so clean (you could smell the freshness of the pillows when you slept) and the hosts were so communicative and helpful. Overall, a wonderful location and property. Would absolutely stay here again. "
United States
Alyssa K.
$237 nightly
The price is $274
Jan 11 - Jan 12, 2026
Total with taxes and fees
* Stunning New Bungalow Perfect for Everyone *
2.0 star property
$207 nightly
The price is $208
Jan 21 - Jan 22, 2026
Total with taxes and fees
Amish Countryside Escape at Forest Edge Farm
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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Top Street Hotel Reviews

Find out more about Street

Everything you need to know about Street 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 Street 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 Street vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Street vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Street. 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 Street 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 $161 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 Street rentals

At Expedia, we put the best Street 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 Street 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 Street 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 Street. 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 vacation rentals in Street?

Yes, we offer vacation rentals close to the most popular attractions in Street, or you can go with a more remote option if you're looking for relaxation. Street is known for its parks.

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

River Rock Room at Muse House: Secluded Luxury in horse country. : This vacation home rental outside of Street is located in a rural location and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and an oven. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

What can I see and do in Street?

While exploring the area, visit family-friendly sights like Guppy Gulch Quarry, or get outside and enjoy nature at Glen Cove. Rocks State Park and Palmer State Park are other places to visit while you're in town.

What’s a vacation rental in Street like?

Vacation rentals are private properties you can book for a short or long stay in Street. Vacation rentals offer extras such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for a small group gathering.