Vacation rentals in Boston

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Top-rated vacation rentals in Boston

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Top guest favorite
The exterior of the tiny house is shown, featuring a light-colored siding and several windows that allow natural light inside. A wooden deck with steps leads to the entrance, and a fenced area provides privacy. Lush greenery surrounds the home, adding a natural backdrop.
Tiny home in Culpeper
4.98 out of 5 average rating, 123 reviews

3 Bed Tiny House in Culpeper w/ Kitchen & Firepit!

Welcome to our cozy tiny house in Culpeper, VA! This is the perfect retreat for couples/small groups looking for a unique & memorable experience. W/ open 2 lofts & a pull out couch this home sleeps up to 6 guests. The fully equipped kitchen allows for easy cooking. The composting toilet is an eco-friendly alternative w/o giving up convenience. Enjoy the outdoor fire pit & lounge area or visit some of the nearby attractions like Shenandoah National Park, shops downtown, & Death Ridge Brewery!

Top guest favorite
An A-frame cabin is set against a backdrop of vibrant autumn foliage. The cabin features a textured dark exterior and a welcoming orange front door. Neatly lined stone steps lead to the entrance, surrounded by landscaped gardens and seasonal decorations.
Cabin in Etlan
4.99 out of 5 average rating, 168 reviews

Mountain Getaway w/WiFi, TV, Fire Pit, Patio

Come escape to our cozy retreat amidst the stunning beauty of the Shenandoah National Park region. Our unique 400 sq ft tiny home offers all the modern amenities, fully equipped kitchen, private patio w/ fire pit, loft bedroom , and spacious bathroom. Only minutes from Old Rag Mountain, wineries, breweries, horseback riding, trout fishing, and more. Unwind & relax after a day of exploring on your spacious patio.Are your desired dates already booked? Check out our other listing, Bald Eagle Cabin.

Superhost
A cabin with a wooden exterior features a covered deck supported by white railings. A chimney protrudes from the roof. Surrounding greenery adds a natural touch, while the expansive landscape in the background can be seen under a clear blue sky.
Tiny home in Reva
4.93 out of 5 average rating, 355 reviews

K-9 Heaven Dogs Run Free

Welcome to K-9 Heaven! Escape the hustle and bustle of the city and embrace the beauty of clean, open spaces. Spend joyful moments with our friendly horses—don’t forget, they adore peppermints! Bring your furry friends along; it’s their vacation too! We offer a fantastic off-leash experience just 20 minutes from Old Rag Mountain, White Oak Falls, and downtown Culpeper, where you'll find endless hiking trails to explore. Plus, we're conveniently located near delightful wineries and breweries.

Guest favorite
The exterior of the country house showcases a rustic red façade complemented by a covered front porch. A welcoming entryway is flanked by lush greenery and a gravel driveway, evoking a serene rural atmosphere amid the surrounding trees.
Cabin in Reva
4.94 out of 5 average rating, 167 reviews

10-Acre Dog-Friendly House w Grill & Near Wineries

Welcome to the Reva Retreat! This country house sits on 10 acres, nestled between Shenandoah Nat'l Park & the Blue Ridge Mtns, with wineries and breweries nearby. Approx 1.5 hours from DC and 45 mins from Charlottesville makes this the perfect getaway destination to escape the city & unplug. Stocked with amenities: BBQ grill, dine al fresco, stargaze by the firepit, cook a feast in the new kitchen, play board games in the basement, or connect your laptop to a 32" monitor to work remotely.

Top guest favorite
A spacious living area is highlighted by a large clock above the fireplace and a sectional sofa, complementing the open layout. Natural light floods in through arched windows, illuminating the wooden floors and artwork on display in the dining space nearby.
Home in Boston
4.96 out of 5 average rating, 158 reviews

Peacefield - Blue Ridge views near Culpeper

Welcome to the Peacefield! This retreat is nestled in the rolling foothills of the Blue Ridge Mountains in the shadow of Old Rag, overlooking Hazel River Farm (160 acres). The spacious estate is perfect for escaping the city. There are many options for relaxing with a deck, hot tub, pool (summer only), home theater, and an open kitchen connecting the dining and family rooms. The beauty of the estate includes walking trails, glimpses of sheep, and local art (watercolor and photography).

Top guest favorite
A cozy living area is equipped with a vibrant yellow armchair and a light gray sectional sofa. A large screen TV is mounted on the wall, and natural light enters through a window adorned with white curtains. A round wooden coffee table sits on a patterned area rug.
Apartment in Culpeper
4.98 out of 5 average rating, 111 reviews

Red Fox Retreat

Easily walkable to Downtown Culpeper! This restored and newly renovated historic property allows easy access to Downtown Culpeper. It features a large outdoor fire pit and expansive grounds to spread out and relax. This 1000 sqft unit is located in the upper level with views of the surrounding grounds and trees. Brightly decorated and designed in partnership with Lets Go and Stay properties; the Red Fox retreat is a great place to stay while visiting Culpeper and the surrounding area.

Top guest favorite
The yurt is set against a starry night sky, surrounded by towering trees. A spacious deck leads to the yurt's entry, while warm light emanates from its windows. The scene showcases a natural ambiance highlighted by foliage and a gravel path leading to the entrance.
Yurt in Etlan
4.96 out of 5 average rating, 242 reviews

Peaceful Secluded Old Rag Retreat

The spacious one bedroom yurt is located high on a forested hillside in the middle of 15+ acres. Come enjoy a natural and serene getaway with all the comforts of home- a full kitchen (ie, all utensils, setting for four), a bathroom with shower and laundry, a queen bedroom, and a queen foldout sofa in the living room by the wood burning stove. The windows roll up from the outside and have permanent screens inside. There is also a BBQ grill, a separate firepit, and WiFi via satellite.

Top guest favorite
A private cottage is nestled under a large tree, surrounded by well-kept grassy areas. The home features large windows that enhance natural light, with a welcoming entrance leading to a small staircase. The peaceful rural landscape extends in the background.
Farm stay in Warrenton
4.98 out of 5 average rating, 673 reviews

Winters Retreat Farm Cottage - Entire house

Need a change of view? Unplug, and relax in this independent private cottage on the homestead. Watch for deer, turkeys and birds in the field from the sunroom or take a hike around the farm. Centered in Fauquier's wine country it is ideal for the weekend escape, or day trips West to the mountains, East to DC or points south. Also, a perfect solution for accommodating family at get-to-gathers, wedding guest, or your "Halfway overnight stay" traveler North/ South or to the beach.

Superhost
A welcoming living room features a cozy sectional sofa and a yellow accent chair, complemented by a clear coffee table. Natural light enters through two windows draped with patterned curtains. Decorative items include a mirror, wall art, and a soft throw blanket on the sofa.
Home in Culpeper
4.95 out of 5 average rating, 453 reviews

Cute Home in Downtown Culpeper with many extras!

Enjoy our recently updated home in downtown Culpeper. Our small home sits in a prime location within 1-3 blocks of amazing restaurants, breweries, and interesting shops.The house is located in a safe and quiet part of town. Convenient distance from Blue Ridge Mountain hiking. This property is professionally cleaned and sanitized after each reservation. Perfect for a family getaway! We are now accepting longer-term reservations. Top-rated accommodation in Culpeper for 2018-2022

Top guest favorite
A modern studio space features large windows that allow natural light to fill the room. A cozy yellow chair sits beside a small coffee table, with a guitar resting on a stand nearby. The bed area is visible in the background, framed by a stylish shelf.
Guesthouse in Boston
4.99 out of 5 average rating, 206 reviews

The Bunkhouse- simple & serene w/mountain views

Enjoy the solace and beauty of the Blue Ridge Mountains with modern and local comforts. Retreat and explore on this old 100acre farm- via foot- or float on the tiny pond in a kayak or SUP. Or venture out to Shenandoah National Park, the local coffee shops, eateries, wineries, and breweries. Whatever you choose the bunkhouse is stocked with roasted coffee, farm-fresh eggs, fresh-baked bread, teas and soaps from our incredible local homesteaders and artisans.

Top guest favorite
The exterior of a two-story cottage is visible, featuring a welcoming porch. Large windows allow for natural light, and seating is arranged on the porch. Surrounding greenery and a gravel pathway add to the peaceful ambiance, with a gently sloped landscape in the background.
Barn in Boston
5 out of 5 average rating, 108 reviews

Pet Friendly Cottage on 21 acre farm

Enjoy the lovely, quiet setting on 21 acres. Newly renovated 2 story bank barn will be your home away from home. Soft, muted colors, zen feel. Come relax, hike, ride your bike, go wine and craft beer tasting, Copper Fox Distillery, has nice gin and bourbon if you prefer. Visit Luray Caverns and Shenandoah National Park, or shop at Sperryville gift shops, restaurants, antique markets and art galleries. Old Rag Mountain is only 20 minutes away!

Superhost
A view from within a cozy space, showcasing a deck with wooden railings. Sheer curtains filter sunlight, highlighting a grassy yard and a distant barn surrounded by trees. The natural scenery provides a serene backdrop, inviting relaxation and connection with nature.
Farm stay in Boston
4.74 out of 5 average rating, 145 reviews

HB1 at Spring Haven Farm

This is a horsebarn converted into a duplex, hence the name, HB1. It has all the comforts of home including private entrance and a full equipped kitchen. It might be a bit cozy if you use the air mattress, but it can easily fit in the foyer or the living room. Children under 12 years of age stay free. We like to provide interesting objects both inside and outside the dwelling; anything from a camo shower curtain to shadow box decor.

Popular amenities for Boston vacation rentals

  1. Airbnb
  2. United States
  3. Virginia
  4. Culpeper County
  5. Boston