Vacation rentals in Littlestown

4.92 out of 5 average rating, 191 reviews

Home in Timonium

* Lovely Gem w/ Perfect Combo of Flair & Class *

JuliaRating, 5 stars6 days ago

Our stay at the Towson Twin was amazing! Maura was extremely responsive and accommodated our early check in request (thanks to two toddlers needing naps). We booked the place last minute needing a quick getaway while we had contractors at our house and are already looking for excuses to come back. Our two dogs loved the fenced in backyard and our kids played on the patio for hours. The location is perfect—right off 695–but despite how close it is to the main routes it was extremely quiet inside. Highly recommend!

4.9 out of 5 average rating, 273 reviews

Cottage in Middletown

Charming "Cream of the Crop" Cape ~❤️of Middletown

JesseRating, 5 stars1 week ago

Heather was amazing. Very responsive and answer all questions I had right away. Her home was amazing it was like home away from home. I would recommend heather anytime. Best air bnb host yet. I would highly recommend people to check this property out you will fall in love. Thanks heather for everything. Your home was very clean and welcoming.

4.83 out of 5 average rating, 107 reviews

Home in Lovettsville

Cozy 3500sf Private 10ac. pickleball-hot tub-pool

ColeRating, 5 stars3 months ago

A great house for big groups. Lots of amenities for all including children. Would be a great house for summer get away. The kitchen was very well stocked, better than any place we've stayed. Lots of rooms and plenty of space in the great room for dining, playing games and chilling out on the couches. The host was very responsive to our questions. We would definitely go back, highly recommend it!

4.92 out of 5 average rating, 403 reviews

Cottage in Leesburg

Romantic Stone Cottage Circa 1869-75 acres to Hike

JulieRating, 5 stars1 week ago

This was a cozy, private place to stay - just as advertised. Convenient location to get to the wineries and hiking trails. Would definitely stay again. Also, this place allows pets but you'd never know upon check in. Not a single strand of dog hair to be found, which was impressive!

4.89 out of 5 average rating, 136 reviews

Cabin in Keedysville

Sunny Streams Cabin - Sunset Views w/ a Hot Tub!

TimothyRating, 5 stars2 months ago

Mountain Mama’s Airbnb was everything we hoped for—cozy, and surrounded by stunning views. The cabin had everything we needed, and the location was perfect for both relaxation and adventure. The hosts were incredibly thoughtful and responsive. We can’t wait to come back! Highly recommend!

4.93 out of 5 average rating, 114 reviews

Home in Sabillasville

Stoney Spring Overlook

DanielleRating, 5 stars3 weeks ago

We stayed at this property the weekend of our wedding and it was perfect! The house and surrounding area were absolutely BEAUTIFUL!!! It was clean and stocked well with supplies. All the amenities listed were present and functioned well. Jeanne was a wonderful host! She was very responsive and made us feel right at home! We couldn't recommend this Airbnb more and can’t wait to visit again!

4.98 out of 5 average rating, 108 reviews

Home in New Oxford

A Place to make Memories

KristenRating, 5 stars2 days ago

There are no words to describe the peace and tranquility of this home. My family, including our dog, enjoyed Mark's home and VAST property. The ladies (cows), were so playful; I didn'tknow they were such playful animals. My heart broke leaving them. I had trouble deciding where to spend my time because there were so many spots to choose from; all peaceful. If you are a lover of books; there are MANY to choose from. I always say that i won't ever go back to the same place twice but I will absolutely revisit in the future if Mark will have us again. Mark, your attention to detail was noticed and appreciated. Thank you.

4.98 out of 5 average rating, 179 reviews

Guesthouse in Frederick

Romantic Getaway - Heated Spa Open Year Round

KifleRating, 5 stars4 days ago

An absolute gem of a peaceful and scenic retreat. The guest house was impeccably clean, wonderfully decorated/kept, and the kitchen was well stocked. The pool and jacuzzi were great additions that we used daily. Deborah was a kind, thoughtful, and immensely communicative host. The property itself is within a 15 minute drive to downtown and restaurants. This was a memorable, relaxing stay for us both and we will definitely be returning.

4.94 out of 5 average rating, 394 reviews

Home in Harpers Ferry

Gayte House Gay Owned, Liberal Oasis

EmilyRating, 5 stars2 weeks ago

This was the perfect choice for a girls' weekend in Harper's Ferry. We loved the character of the historic home and the location was ideal for hiking, shopping, dining and relaxing. Would absolutely stay here again in the future.

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Popular amenities for Littlestown vacation rentals

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Pool

Free parking on premises

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Other great vacation rentals in Littlestown

4.96 out of 5 average rating, 136 reviews

Townhouse in Fells Point

Artsy, Historic Rowhouse with Striking Harbor Views

AngelaRating, 5 stars3 months ago

The place is exactly as pictured and listed, very cozy for our group of 3 small families. Hosts were extremely responsive and accommodating with all our requests, and there were lots of conveniences such as extra towels and blankets, coffee beans and grinder, toiletries, baking sheets, kid related supplies, and more. Dining and lounge areas will be a tad short on seating for a max group of 8, but we adapted just fine to that. It was below freezing for much of our stay but the house stayed very comfortable for us. We found the area to be quiet, but we aren't sound sensitive so YMMV. There's a large grocery store and quite a few good restaurants within walking distance. DEFINITELY hit up Cafe Dear Leon if you can, it is a bakery in walking distance and all 8 of us raved about every item.

4.88 out of 5 average rating, 24 reviews

Cabin in Biglerville

Secluded Luxury Log Cabin with Hot Tub

KkRating, 5 stars1 month ago

Melody's cabin exceeded expectations in the best way! We were here for a quiet bachelor weekend, and every part of it was perfect. Quiet, secluded, peaceful. The hot tub is deep and luxurious and the fire pit in the woods is so cozy! 10/10 would recommend this cabin, hoping I can go back someday!

4.91 out of 5 average rating, 43 reviews

Home in Elizabethtown

The Tiny Getaway Home

AvanRating, 5 stars4 months ago

Tiny estates is very nice if you’re spending some time up at Hershey. Easy to get back and forth. Thanks

Farm stay in Blue Ridge Summit

5 out of 5 average rating, 25 reviews

Historic Stone Farmhouse-circa 1798

EmilyRating, 5 stars3 weeks ago

The property and home were charming. It was a unique and peaceful experience—would book again.

5 out of 5 average rating, 9 reviews

Home in Smithsburg

Entire Mountain Cottage Near Scenic Hiking Trails

CatherineRating, 5 stars4 months ago

George was great to work with. House was clean, safe, and had lots of space for housing our extended family over Thanksgiving, with ample parking. It’s not an inexpensive option, but my family loved it and all were comfortable and happy!

4.71 out of 5 average rating, 113 reviews

Cottage in Knoxville

Rustic Cottage near Historic Harper's Ferry!

Zack and CarolynRating, 5 stars2 weeks ago

My children loved the upstairs loft which even had a toilet and sink! The couch was cozy, the beds were comfortable, the kitchen had the basics, Joe and his co-hosts were responsive, and we enjoyed using the house as a base camp to explore fishing at the hatchery and going to Harper's Ferry. Thank you!

Farm stay in Wrightsville

5 out of 5 average rating, 10 reviews

Tranquil Calvary Springs Farm

RichRating, 5 stars6 months ago

Hosts were great! Very responsive, went above and beyond from answering all questions to offering up plenty of local recommendations. Took the time to check in and make sure everything was going well and if we needed anything for our stay. The property was beautiful with a lot of time and attention put into it. Would recommend to anyone, had such a great trip it made leaving that much harder!