Holiday rentals in Boston

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Boston

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite

Cabin in Etlan

Old Rag Mountain Cabin 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

ValueFamilyWifi

4.99 out of 5 average rating, 216 reviews

Guest favourite

The image features a rustic stone fireplace, complemented by a cozy armchair with a floral pattern. The warm wooden floor and textured stone wall create an inviting atmosphere, while a small table and lamp are positioned on the mantel above the fireplace.

Chalet in Boston

The Manor House at Spring Haven Farm

Get your nature fix staying here. Perfect for family or friend gatherings since it sleeps 8; yet it's also romantic for just the 2 . Huge fireplace for warm evenings (extra charge for wood/cleaning), beautiful night sky and 10 foot beamed ceilings, 2 decks, walks around the lake. Cozy and comfortable formal with a first floor bedroom, if you have trouble with steps this home may be challenging. Pets allowed on a case by case basis, on a leash at all times outdoors and in restricted areas.

LocationFamilyAccuracy

4.84 out of 5 average rating, 118 reviews

Top guest favourite

A hot tub is positioned on a wooden deck, overlooking a scenic valley and distant mountains. The sky is filled with vibrant hues of orange and purple as the sun sets, creating a tranquil ambiance in this outdoor space.

Cabin in Stanley

New, 5BD/4BA | hot tub, arcade, pool table, views

Welcome to this new, 2,880 sf LUXE retreat in Shenandoah Woods--a spacious cabin designed for unforgettable getaways. It features 5 king beds, 4 full baths (2 en suite, 1 adjoining, 1 hall), and stunning views from the porches, hot tub, and rooms. More highlights: ★Arcade, board games, 6 ft pool table ★Fire pit ★Elect fireplace ★Elect Grill on deck ★Smart TVs up to 70" ★Fast WiFi ★Dining for 10 ★Well-equipped kitchen ★5 mins-Stanley ★13-15 mins-Luray Caverns ★25 mins-Shenandoah National Park

FamilyValueAccuracy

4.99 out of 5 average rating, 306 reviews

Top guest favourite

The guest house is framed by lush greenery and softly illuminated by hanging lights that create a welcoming ambiance. A spacious porch with potted plants invites relaxation, while the multi-gabled roof and cupola add character to the charming exterior. Gravel pathways lead to the entrance.

Guest house in Sperryville

Countryside getaway 5 min. from Old Rag parking!

Just 5 min away from Old Rag trailhead in Shenandoah National Park and merely minutes from wineries/breweries. Our guest house is close to White Oak Canyon, Skyline Drive, Three Blacksmiths, Washington, and Luray Caverns! Book here if you like: -Escaping the hustle and bustle, and relaxing in nature -Hearing birds sing while sipping coffee/tea/wine on the porch -Observing wildlife (including our chickens and bees) -Fishing on the Hughes River in our backyard -Stargazing and spotting fireflies

LocationFamilyGetting around

4.99 out of 5 average rating, 156 reviews

Guest favourite

The cabin's exterior displays a modern A-frame design complemented by warm autumn foliage. A multi-level deck features a hot tub, while large windows provide views into the inviting living space. The driveway is visible, winding through the surrounding natural landscape.

Cabin in Luray

Horizon | Hot/Cold Tub, Fireplaces, Sauna, EV Plug

The Horizon cabin at Arête, your luxury 2 BR mountain A-frame retreat with breathtaking views. Enjoy a private two-level deck with a hot tub, cold plunge, and cedar steam sauna for ultimate relaxation. Inside, the spa-inspired bathroom offers heated floors & towel rack, and a soothing shower with five massaging heads. The kitchen is fully equipped, and you can enjoy al fresco dining using the outdoor Napoleon grill. Relax by the indoor wood fireplace or outdoor fire pit (firewood provided).

ValueFamilyGetting around

4.97 out of 5 average rating, 105 reviews

Top guest favourite

A spacious bedroom features a large bed with crisp white linens and a decorative blanket. Soft lighting is provided by two bedside lamps, and a comfortable seating area is visible beside a window with sheer curtains. A ceiling fan adds comfort to the room.

Home in Culpeper

Stylish & Cozy Getaway in Historic Culpeper

Welcome to your own private Culpeper retreat! This brand new house is the perfect place to unwind and soak in the experience of southern hospitality along with photo worthy moments. The outdoor space provides the perfect place to relax and take in the stunning sunset. You’ll love spending time outside, whether you’re grilling up a delicious meal or just lounging with a good book. Thoughtfully designed to provide a comfortable modern stay. Have fun with the whole family at this stylish place.

FamilyLocationCheckout

4.99 out of 5 average rating, 119 reviews

Top guest favourite

Cabin in Culpeper

Bison Farm - Cabin "Cielo"

Bison Farm cabin in a very secluded section toward the back side of a 300 acre working bison farm. This is a tiny home Park Model with 400 sq. ft. and a nice spacious covered deck providing an outdoor living room. The kitchen has a 2-burner induction cook-top, a convection oven that is also a microwave and a small refrigerator and freezer two drawer unit that has decent space but is not a full sized appliance. Note: bison rotate pastures daily. Please don't expect them in your cabin view.

LocationFamilyNearby

4.96 out of 5 average rating, 113 reviews

Guest favourite

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

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.

FamilyLocationCleanliness

4.95 out of 5 average rating, 186 reviews

Top guest favourite

The exterior of a rustic cottage is highlighted at night, featuring a welcoming entrance illuminated by soft lighting. A pathway leads to the door, surrounded by well-maintained lawn and trees. Windows offer glimpses of the interior, contributing to the cozy ambiance.

Guest house in Culpeper

The Wheelhouse at Mount Airy

Welcome to The Wheelhouse, our charming and rustic cottage on the grounds of Mount Airy, a historic Civil War era home in Culpeper County, Virginia. Steeped in history and surrounded by tranquility, this idyllic retreat offers modern comfort and convenient access to wineries, downtown shops and restaurants, and the beautiful Shenandoah National Park. The location is also ideal for cycling enthusiasts who want to enjoy riding on less traveled country roads that offer spectacular scenery.

FamilyLocationComfort

4.99 out of 5 average rating, 102 reviews

Top guest favourite

An open living area features high wooden ceilings with exposed beams, creating a spacious atmosphere. A large kitchen island with bar seating is situated near a dining table. Two spiral staircases lead to upper levels, while large windows frame views of the surrounding nature.

Home in Robertson

One Of A Kind Home in VA Wine Country on 50 acres

Welcome to Lumusa Lodge. Leave your cares behind as you turn onto the windy road that leads you to this beautiful 50-acre retreat. We are proud to share our home and hope your time here is rejuvenating. Designed/built by a Hollywood actor and situated in wine country, this home is an hour from Dulles, 45 minutes from Charlottesville & 15 minutes from Culpeper. We have an adjacent farmhouse if you need additional space. Great venue for weddings, bachelorettes, and other special events.

FamilyValueHot tub

4.93 out of 5 average rating, 261 reviews

Top guest favourite

The spacious deck extends along the length of the house, featuring several white rocking chairs positioned for scenic views of the surrounding landscape. Cloudy skies create a serene atmosphere, highlighting the natural beauty of the nearby hills and fields.

Home in Madison

Spacious Shenandoah Home on 35 Private Acres

Sitting on 35 acres of private land to be explored, this classic countryside vacation rental ticks all the boxes for a relaxing outdoors-geared getaway! You can practically picture yourself enjoying a glass of wine after a long day of exploring the natural beauty of Virginia from this perched hillside home, sporting a long private drive, and an expansive furnished deck. This 2-bed, 2.5-bath outdoors oasis is sure to have everyone unplugged, outside and enjoying living in the moment.

ValueFamilyHiking

4.96 out of 5 average rating, 193 reviews

Top guest favourite

Treehouse in Stanardsville

CloudPointe Retreat

Rare Appalachian Treehouse Gem! Luxurious, one-of-a-kind retreat for couples. Elevated tiny house among the treetops, private parking, plush bedroom, sleek bathroom, beautiful kitchenette, loveseat, lounge, private double-level decks, fireside lounging (wood provided), gas grill, and patio with a hot tub! Surrounded by nature, with wineries, hikes, restaurants and shopping all nearby. Please come and relax and revel in the beauty of nature! 4WD is highly recommended.

FamilyValueAccuracy

4.98 out of 5 average rating, 135 reviews