Cottage vacation rentals in Leesburg

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Popular amenities for Leesburg cottage rentals

Cottage rentals with a hot tub

Top guest favorite
A single-story cottage features a red metal roof and light-colored exterior. Situated on a spacious lawn, the front porch is accessorized with white railings. The backdrop showcases rolling green hills and a distant mountain under a clear sky.
Cottage in Luray
4.97 out of 5 average rating, 373 reviews

Holly Tree Retreat Located In Beautiful Luray, VA.

SusanRating, 5 starstoday
Our stay was exceptional and exactly what we were looking for. The breathtaking view of the mountains in the background was truly stunning. The home felt peaceful, warm, and very clean—perfect for a relaxing getaway. It was also conveniently located close to the main road. We had everything we needed in this charming, well-equipped home. We’ll definitely be returning!
Top guest favorite
The exterior of a charming cottage is framed by a picket fence, lush greenery, and flowering plants. The soft colors of the house complement its quaint architecture, and a pathway leads to the entrance. Sunlight filters through the trees, creating a warm ambiance.
Cottage in Berkeley Springs
4.95 out of 5 average rating, 153 reviews

Cozy Cottage in the heart of Berkeley Springs WV

MatthewRating, 5 stars4 weeks ago
We had a great stay at Heather Mary's place! The location is phenomenal for exploring everything Berkeley Springs has to offer - we were able to leave our car in the driveway and walk to everything. The house has everything you could possibly need, was incredibly well organized, and was spacious enough for our party of 5 (1 grandma, 2 parents, and 2 kids). Our kids already keep asking when we can "go back to the cottage"!
Superhost
A serene view of the cottage set beside a gently flowing creek. Lush greenery surrounds the property, with a large tree in the foreground. The home is partially visible, featuring a star decoration on the facade and a covered porch overlooking the landscape.
Cottage in Luray
4.85 out of 5 average rating, 108 reviews

Creekside Cottage at Shenandoah

JoannaRating, 5 stars4 weeks ago
This house is a gem! The location allows for privacy and great hikes while still being close enough to Luray and Sperryville for restaurants and activities. I’d absolutely return. The house was clean and as advertised. The hosts were very responsive! The creek on the property was such a lovely feature. The only note I’d like to make is the area must have had a lot of rain right before our visit. To access the house, you drive over a very small concrete bridge over the creek. When we arrived the water was over the bridge, and probably 5 or so inches at its deepest. We had a sedan and weren’t comfortable driving over. Jerry quickly gave us alternate directions, so all in all in worked out and provided some excitement :). But if there’s been a lot of rain and you have a low car, be aware!
Top guest favorite
The exterior of a single-story cottage showcases a welcoming entrance with a wooden ramp leading to the front door. Lush green grass and light landscaping surround the home, which is framed by tall trees. A covered area is visible at the side of the structure.
Cottage in Fairfield
4.98 out of 5 average rating, 102 reviews

Mom's Cottage

GarryRating, 5 stars1 week ago
Beautiful location, very peaceful, and very responsive owners! I highly recommend this location! Very easy access to Gettysburg and surrounding attractions. This unit exceeded expectations.
Guest favorite
The exterior of a charming brown cottage is surrounded by lush green foliage. A spacious wooden deck with railing leads to the entrance, which is framed by white French doors. A red shade sail is positioned above the deck, adding a pop of color.
Cottage in Berkeley Springs
4.95 out of 5 average rating, 446 reviews

Hidden Hill - Cozy Downtown Cottage with Hot Tub!!

TrishRating, 5 stars1 month ago
A quirky and fun experience. James home gives you an updated kitchen and bathroom with a quaint old house feel. The beds are comfortable and clean. We enjoyed the hot tub in the evenings and the short walk to town. The driveway was steep and we appreciated the ability to park in the lower spot also available. The little details like a HDMI in a basket and all the cleaning supplies was great. Having three small bedrooms for our group at this price was perfect.
Guest favorite
A hot tub is positioned under a covered porch, featuring bubbling water and a soothing green light. In the background, the tranquil Cacapon River is visible, surrounded by autumn foliage. A fire pit can be seen nearby, contributing to the relaxing outdoor ambiance.
Cottage in Capon Bridge
4.97 out of 5 average rating, 185 reviews

The 3R's River, Relaxation, Retreat + hot tub

GlenRating, 5 stars2 weeks ago
Thank you so much to Darrel! We absolutely loved our stay here and would 100% come back. Everything was perfect and we enjoyed our time immensely. The river is beautiful and the location is so quiet and private. We were able to see the bald eagle and catch fish, etc. Highly recommend if you want a weekend in nature and just time to relax and unwind!
Top guest favorite
An outdoor hot tub is shown with a glass of red wine and a single rose placed beside it. A scenic view of rolling fields and trees is visible in the background, with a colorful sunset illuminating the sky.
Cottage in Winchester
4.99 out of 5 average rating, 404 reviews

Uber SXY Private Country Escape! Hot Tub & Views~

DanielRating, 5 stars1 week ago
Me and my wife loved our stay here! The views of sunset from the hot tub were magical!
Top guest favorite
A hot tub is situated in the foreground, filled with clear blue water. Nearby, two wine glasses sit beside a bottle of white wine, with a soft glow from string lights illuminating the grapevine arbor in the background. The scene captures an inviting outdoor atmosphere.
Cottage in Boyce
4.98 out of 5 average rating, 110 reviews

Pets? YES! Hot Tub | Fast Wi-Fi | Fire Pit

SarahRating, 5 stars1 week ago
We had an amazing girls' weekend! The house was cozy, spotless and perfect for our group. Dolly & Brendan were super responsive and gave us terrific recommendations for local restaurants and wineries - everything we tried was a hit. We loved being able to sit outside and unwind by the firepit. Would definitely stay here again!

Pet-friendly cottage rentals

Top guest favorite
Cottage in Woodstock
4.98 out of 5 average rating, 194 reviews

Muse Vineyards Farmhouse, w Seasonal Pool!

JamieRating, 5 stars2 weeks ago
This amazingly cozy farmhouse was just the vibe we were looking for. Beautiful outdoor seating (screened-in porch, deck overlooking the vineyards, and lounge chair by the pool) made it easy to breathe in the fresh air. Beds were comfortable and water pressure was great! The outside deck with Solostove was perfect for the chilly evenings. We enjoyed light snacks and wine at Muse Vineyards, which was lovely and got to meet Sally! We ventured into town for some local eats. Can’t say enough good things about Woodstock Cafe’s breakfast. We enjoyed a sweet treat at Sugar Creek and had a lovely walk down the street at Seven Bends. If you’re looking for a place to unwind, look no further!
Superhost
A charming two-story home is set against a colorful twilight sky, featuring a front porch with white railings. Original stonework is visible at the base, surrounded by well-maintained landscaping, including trees and shrubs, contributing to the welcoming exterior.
Cottage in Paris
4.91 out of 5 average rating, 106 reviews

Quaint cottage in historical town of Paris VA!

WileyRating, 5 stars3 weeks ago
You would be hard pressed to find a better place to stay. The house was very comfortable and relaxing. When we’re back in the area this will be our go to place.
Top guest favorite
A charming cottage features a red and yellow exterior with a welcoming front porch and steps leading to a bright red door. Vibrant yellow daffodils bloom in the foreground, adding a touch of spring to the serene country setting.
Cottage in Etlan
4.98 out of 5 average rating, 187 reviews

Amy's Place

TinaRating, 5 stars2 weeks ago
Thoroughly enjoyed the stay! The house was very clean, nicely decorated, and well stocked with plenty of cookware, games, books, and extra linens and blankets. The area was so beautiful, with rolling hills, mountain views, farm scenery, fragrant fresh air, and spectacular star views at night. My city dog absolutely loved getting to run and play in the well maintained large fenced in yard! Billy and Margit provided dog treats, yard toys, extra leash, water/food bowls, dog towels, pet proof trash lids, and sofa cover indicating that dogs are allowed on the sofa. My dog was so welcomed! Billy and Margit provided whole bean coffee that they freshly roasted, and a bean grinder. The coffee was amazing! Really enjoyed drinking the coffee in the mornings while listening to the chorus of birds chirping. Hiked at Whiteoak Canyon Falls, less than 20 minutes from Amy's place. The early check in and late check out times were another generous touch that was enjoyed. Would love to stay again!
Guest favorite
A spacious covered deck is depicted, featuring two lounge chairs and a small table. A long picnic table offers seating for multiple guests. Expansive views of a grassy area and trees can be seen beyond the railing, framed by scenic mountain hills in the background.
Cottage in Luray
4.94 out of 5 average rating, 117 reviews

Sweet Scenes Cottage

DulceeRating, 5 stars1 week ago
This place is very quiet and peaceful and the access to the river is wonderful. The porch is great for relaxing! Me and my dogs had a wonderful time. It is not close to just run out for food or things you forgot, but that was what I was looking for. I would definitely stay again! It is obvious that Valerie is doing this because she wants to (not just for the money). She provides plenty of amenities and supplies and thinks about the little things that make a difference. She was also very reasonable and friendly. The cottage is lovely!
Superhost
A spacious living area is presented with light-colored tile flooring, featuring a large bed with soft bedding. A dark sofa sits near a modern television, and a decorative shelving unit contrasts with the neutral walls. Natural light enhances the inviting environment.
Cottage in Old Town
4.8 out of 5 average rating, 183 reviews

THE PRINCE COTTAGE WITH PRIVATE PARKING GARAGE!!!

MicheleRating, 5 stars3 weeks ago
Absolutely wonderful stay! Josh and Judy were excellent hosts—friendly, responsive, and made everything so easy from check-in to check-out. The cottage itself was the perfect amount of space for our visit and had everything we needed for a comfortable stay in the DC area. The location couldn’t be better! The neighborhood is incredibly safe, and we loved being able to walk to so many phenomenal restaurants nearby. Having access to the garage was a huge bonus and made our trip so much more convenient and enjoyable. We love Alexandria and can’t wait to stay at Josh and Judy’s cottage again during our next visit. Highly recommend!
Top guest favorite
A scenic view of a two-story cottage is presented, featuring white siding and red accents. The landscape includes rolling hills under a partly cloudy sky with distant mountains. A gravel driveway leads up to the home, surrounded by open fields and a fenced area.
Cottage in Fort Valley
4.96 out of 5 average rating, 212 reviews

Cozy Cottage/Pet Heaven

LauraRating, 5 stars2 days ago
We had a wonderful stay here! Matt and Kelly were communicative through our visit, instructions for check in/out were easy to follow, and the house was so cozy and secluded -- exactly what we hoped for! We would absolutely love to stay here again in the future!
Top guest favorite
A charming exterior of a yellow cottage is framed by lush greenery and colorful flower beds. The entrance features a decorative wrought iron gate adorned with a seasonal wreath, inviting guests into a serene country setting.
Cottage in Middleburg
4.94 out of 5 average rating, 130 reviews

English Cottage

Doug & MichelleRating, 5 stars1 week ago
Loved having our son at Sandi’s for our special family weekend
Guest favorite
A charming cape-style home is set amidst lush greenery, featuring a welcoming porch with seating. The structure showcases a sloped roof and multiple windows, allowing natural light to fill the interior. A paved path leads to the front entrance, enhancing accessibility.
Cottage in Middletown
4.9 out of 5 average rating, 278 reviews

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

CharlesRating, 5 stars2 days ago
Place was perfectly as described, very clean if ever in the area again to play, Golf definitely would be looking to rent again

Private cottage rentals

Guest favorite
Cottage in Leesburg
4.97 out of 5 average rating, 79 reviews

Vinegar Hill Cottage in historic downtown Leesburg

ShawnaRating, 5 stars1 week ago
It was a great place for our family to all stay in one spot during a family wedding event. The area is nice and walkable. Very easy to get to downtown. The house has everything you need.
Top guest favorite
A map displaying the scenic area surrounding Harper's Ferry, highlighting various wineries and breweries. Key locations are marked, indicating a range of nearby attractions for visitors to explore and enjoy the local offerings.
Cottage in Purcellville
4.91 out of 5 average rating, 56 reviews

Historic Stone Schoolhouse on Winery Row

AndreaRating, 5 stars2 months ago
Perfect stay. The kitchen and bathroom are unparalleled -- well equipped, impeccably clean, elegantly designed. The location offers easy access to attractions and thoroughfares yet is still quiet with a lovely deck.
Top guest favorite
A back deck is visible, furnished with two cushioned chairs and a small table, surrounded by a natural forest backdrop. A patterned outdoor rug covers the deck floor, enhancing the cozy atmosphere while greenery is noticeable in the vicinity.
Cottage in Middleburg
5 out of 5 average rating, 52 reviews

Middleburg Bliss

BastianRating, 5 stars1 week ago
This was our third stay at Vickie's place and it never disappoints. So close to Middlebutg but yet in a tranquil setting.
Top guest favorite
Cottage in Delaplane
5 out of 5 average rating, 51 reviews

Moreland Farm Cottage!

JenRating, 5 stars2 weeks ago
Exact description! If your looking for peace and quiet, you found it! Preston and his family were great hosts. Communicated very easily. Also gave great recommendations for local ideas of travel. The orange tabby cat outside the door every day was extra special. She warmed my heart! The bathroom floored was heated, an extra bonus! Thank you Preston and family!
Guest favorite
A glass bistro table is set between two white folding chairs on a wooden deck. In the background, a cherry blossom tree is in full bloom, showcasing clusters of pink flowers, contributing to a serene outdoor setting.
Cottage in Purcellville
4.93 out of 5 average rating, 88 reviews

Beautiful 3 bedroom cottage on 15 private acres.

PeggyRating, 5 stars1 week ago
We are so happy we stayed in this beautiful home. Spotlessly clean and the host supplied coffee, water and other treats, like toiletries in case we had forgotten toothpaste or shaving cream. Close to good restaurants and beautiful parks. Would definitely stay here again.
Guest favorite
The open living space features high ceilings and large windows that allow natural light to brighten the interior. A wooden kitchen island with storage is centrally positioned. Comfortable seating is arranged around the room, with a dining table and French doors leading to the patio.
Cottage in The Plains
4.95 out of 5 average rating, 77 reviews

Hunt Country Cottage

HeatherRating, 5 stars1 week ago
We loved our stay at Emily’s! It was absolutely beautiful and so peaceful. We were in town for the horse show so we didn’t get to spend lots of time there but I loved having coffee outside in the mornings and watching the horses graze in the fields. We would definitely come back and stay here, we loved it!
Guest favorite
Cottage in Leesburg
4.98 out of 5 average rating, 97 reviews

Modern Farmhouse Getaway

LaurenRating, 5 stars8 months ago
This farmhouse cottage was perfect for our anniversary weekend getaway! The space is just beautiful, and the location is convenient. While you’re a short drive from shopping, restaurants, and vineyards, the cottage is tucked away on a quiet country road in a way that makes you feel “away from it all”. Stephanie provided us with eggs from her chicken coop, and we loved making breakfast in the mornings before heading out for wine tasting and shopping :) Stephanie was also a very responsive host which is always appreciated. We highly recommend booking this cottage, and we hope to be back soon!
Top guest favorite
A balcony is equipped with two Adirondack chairs facing an expansive vineyard and rolling hills. A small table sits between the chairs, holding a bowl of fruit. The bright sun casts a warm light across the landscape, enhancing the tranquil setting.
Cottage in Round Hill Village
4.98 out of 5 average rating, 62 reviews

Farm winery cottage with mountain & vineyard views

MaryRating, 5 stars2 weeks ago
WOW!!! This is THE gem of air bnb’s. I cannot begin to articulate just how incredible it was. The photos don’t give justice to how beautiful this home is and how thoughtful all the details are. Luanne was amazing and communicative- her and her husband truly went above and beyond in hospitality and kindness when we forgot bug spray and charcoal, and when asking where we could find some locally they grabbed some for us! The site is breathtaking, we loved sitting by the fire pit and looking at the stars after a night of grilling. 1 night was rainy and still so enjoyable because their kitchen was fully stocked with any and all utensils needed to make a lovely meal and admire the storm over the mountains from the beautiful covered back deck! Little details like super comfy robes and slippers made me feel right at home. The winery is so cute and has delicious wines- we had a flight of both the red and white and would definitely recommend! Truly cannot wait to come back, definitely plan to!

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