Boston holiday homes

We found 121 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Boston that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll find the best amenities for hanging out with the people that matter most, which might include parking and a hot tub. No matter what you're looking for, you'll be able to choose a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Boston

Showing deals for:13 Nov - 20 Nov

Interior
S'mores anyone?
Living area
Living area
Exceptional
(27 reviews)

Walk to Old Rag | Hot Tub | Dog-Friendly Farmhouse

Etlan

16% off
NZ$4,843
for 7 nights, 1 home
NZ$692 per night
includes taxes & fees
Walk to Old Rag | Hot Tub | Dog-Friendly Farmhouse
New, Modern Eat-in Kitchen in both suites with stunning views
The pond and covered dock
Living area
Summer garden with historic barn, grainery, and large pond in background
Exceptional
(117 reviews)

Serenity and adventure at historic Blue Ridge Farm

Sperryville

8% off
NZ$6,794
for 7 nights, 1 home
NZ$971 per night
includes taxes & fees
Serenity and adventure at historic Blue Ridge Farm
Property grounds
Living area
Interior
Catch your favorite streaming services on the 65” smart tv.
Exceptional
(24 reviews)

Walk to Old Rag | Hot Tub | Mountain Farmhouse

Etlan

16% off
NZ$4,805
for 7 nights, 1 home
NZ$686 per night
includes taxes & fees
Walk to Old Rag | Hot Tub | Mountain Farmhouse
Pool
Pool with Winter cover; Farm Cottage and Aunt Judy's House beyond dependencies
The kitchen and kitchen table
Terrace/patio
Exceptional
(72 reviews)

The PERFECT LOCATION FOR MAKING MEMORIES THAT WILL LAST A LIFETIME!!

Culpeper

8% off
NZ$2,238
for 7 nights, 1 cottage
NZ$320 per night
includes taxes & fees
The PERFECT LOCATION FOR MAKING MEMORIES THAT WILL LAST A LIFETIME!!
Dining
Living area
Private kitchen
Living area
Exceptional
(9 reviews)

Heated Saltwater Pool~Huge Arcade~Theater~100" TV~Hot Tub~King Beds

Culpeper

8% off
NZ$13,175
for 7 nights, 1 home
NZ$1,882 per night
includes taxes & fees
Heated Saltwater Pool~Huge Arcade~Theater~100" TV~Hot Tub~King Beds
Living area
Hot tub on the back deck, overlooking the woods.
Dining
Private kitchen
Exceptional
(19 reviews)

Arcade room ~ Hot Tub ~ Firepit ~ BBQ ~ King beds ~ Nearby Wineries/Breweries

Culpeper

10% off
NZ$6,639
for 7 nights, 1 home
NZ$948 per night
includes taxes & fees
Arcade room ~ Hot Tub ~ Firepit ~ BBQ ~ King beds ~ Nearby Wineries/Breweries
Hay making season on the farm
Pool
February Sunset
Cottage: Firepit and Patio
Exceptional
(144 reviews)

Farm Living, Creature Comforts, & Centrally Located

Culpeper

8% off
NZ$3,675
for 7 nights, 1 cottage
NZ$525 per night
includes taxes & fees
Farm Living, Creature Comforts, & Centrally Located
Property grounds
Barn in Snow
View of deck and Blue Ridge from kitchen and great room
Great Room with a view!
Exceptional
(112 reviews)

Serenity and Adventure on Historic Blue Ridge Farm

Sperryville

8% off
NZ$6,131
for 7 nights, 1 home
NZ$876 per night
includes taxes & fees
Serenity and Adventure on Historic Blue Ridge Farm
Interior
Exterior
Interior
Property grounds
Exceptional
(47 reviews)

The Historic Poorhouse at Cardinal Springs

Sperryville

8% off
NZ$5,472
for 7 nights, 1 home
NZ$782 per night
includes taxes & fees
The Historic Poorhouse at Cardinal Springs
Exterior
Relax
Room
Interior
Exceptional
(15 reviews)

Charming 2-bedroom barn with WiFi, AC in brilliant Etlan, minutes from Old Rag.

Etlan

5% off
NZ$2,317
for 7 nights, 1 home
NZ$331 per night
includes taxes & fees
Charming 2-bedroom barn with WiFi, AC in brilliant Etlan, minutes from Old Rag.
Cottage Side View
Kitchen and Dining Area
Living and Dining Area
Master Bedroom with Full Size Bed
Wonderful
(112 reviews)

Walk to White Oak Canyon Trail in Shenandoah National Park

Syria

12% off
NZ$1,557
for 7 nights, 1 cabin
NZ$222 per night
includes taxes & fees
Walk to White Oak Canyon Trail in Shenandoah National Park
Interior
Interior
dining room, seats 10 comfortably, more chairs available if needed...
Property grounds
Exceptional
(6 reviews)

Bunkhouse at Spring Haven Farm

Boston

13% off
NZ$2,456
for 7 nights, 1 home
NZ$351 per night
includes taxes & fees
Bunkhouse at Spring Haven Farm
Family Room
Kitchen
Dining Area
Kitchen
Exceptional
(17 reviews)

Respite from Reality

Madison

8% off
NZ$2,537
for 7 nights, 1 home
NZ$362 per night
includes taxes & fees
Respite from Reality
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Travel to luxury Boston

The parks and other outdoor surroundings create an inviting atmosphere in Boston. Travellers appreciate the restaurants in this welcoming city. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Boston

Do you want to discover attractions to see while you're in town? Venture out of your holiday home and experience everything that makes Boston a fun spot to go on holiday. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Little Washington Winery (10.5 mi / 16.8 km)
  • Early Mountain Vineyards (16.4 mi / 26.3 km)
  • Yogi Bear's Jellystone Park (16.7 mi / 26.8 km)
  • Wisteria Farm and Vineyard (18.6 mi / 29.9 km)
  • Sharp Rock Vineyards (6.7 mi / 10.8 km)
  • Old House Vineyards (13.8 mi / 22.3 km)

Exploring the natural landscape of Boston

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Boston is a great place to get outside. These are some of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Shenandoah National Park (16.5 mi / 26.6 km)
  • Old Rag Mountain (9.9 mi / 15.9 km)
  • Mary's Rock Summit Trailhead (13 mi / 21 km)
  • Thorton Gap Entrance Shenandoah (13.1 mi / 21.1 km)
  • Stony Man (13.6 mi / 21.9 km)
  • Rose River Falls (15 mi / 24.1 km)

How to get to and around Boston

The nearest airport is in Charlottesville, VA (CHO-Charlottesville-Albemarle), located 32.6 mi (52.5 km) from the city centre. If you're unable to find a flight that fits your schedule, you might consider flying into Washington Dulles International Airport (IAD), which is 46.5 mi (74.9 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Boston?
The most sought-after types of holiday homes in Boston are houses. Hoping for something different? Bookabach has plenty of options to match our guests' diverse needs, so you'll see properties in loads of sizes and shapes. The perfect fit is waiting for you — get hold of yours today.
How much does it cost to rent a holiday home in Boston?
Season, length of stay and property type are some of the things that can determine the price of a holiday home. Simply click on your dates of travel to find your perfect escape. From cosy chalets to expansive luxury villas, all Bookabach holiday homes offer incredible value.
How much does it cost to rent a beach house in Boston?
The average price for a holiday home close to the beach in Boston will depend on when you're going and the size and style of property you're searching for. Find prices easily and quickly on Bookabach by entering your preferred travel dates. Then use the handy filter tool to pick the number of bedrooms and amenities essential to you, like air conditioning, a pool and WiFi.
Are there pet-friendly holiday homes in Boston?
With six properties that welcome pets, your furry best friend can join in the fun on your Boston holiday. Use the filter tool to search our pet-friendly holiday homes and find a stay that'll set tails wagging on Bookabach.
What are popular home amenities in Boston?
A garden, a swimming pool and nearby museums top the list of most popular home amenities in Boston. Whether you plan to go solo, with your sweetheart or a group of dear friends, Bookabach will help you find a holiday home that suits your tastes with all the features you'll enjoy.
Are there large group holiday homes in Boston?
With two holiday homes that can sleep 10 or more guests in Boston, you don't have to limit the invite list. From fun family get-togethers to events like anniversary parties and weddings, Bookabach will help you find a large group home that fits the occasion.
Are there holiday homes in Boston that welcome kids?
Boston has six family-friendly holiday homes to pick from. And booking a stay that welcomes youngsters is easy with Bookabach's "Properties good for families" filter. On top of having the whole place to yourselves, you'll get perks and conveniences such as living rooms, kitchens and pools.
What are the top attractions for families in Boston?
Keeping the kids occupied during your stay in Boston is simple with these fabulous family-friendly attractions:
  • Lake Pelham
  • The Loft
  • St. Stephens Episcopal Church
Are there one-bedroom holiday homes in Boston?
There are two one-bedroom properties in Boston to pick from. A one-bedroom holiday home is a wonderful option if it's only the two of you or if you're holidaying solo. Toss in more convenience, space and privacy compared to a hotel, and you'll be sure to have a break to remember.
Are there holiday homes with WiFi in Boston?
You'll find five holiday homes with WiFi in Boston. If you want to disconnect from daily life during your trip, but still need to be connected to the web, these getaways are just what you need. Narrow your search by applying the WiFi filter on Bookabach.
How can I find holiday homes with air conditioning in Boston?
You'll have your pick of six Bookabach holiday homes with air conditioning in Boston giving you that gentle, cool breeze and extra touch of comfort. Just enter your travel dates and then use our handy filters to look for properties with air conditioning.
How old do you have to be to rent a holiday home in Boston?
The minimum age is usually 16, 18 or 21. It can vary from property to property on Bookabach, so check the rules of your preferred Boston stay before making a booking.
How long can I rent a holiday home in Boston for?
How long you can rent a holiday home in Boston depends on the property. Simply enter your preferred dates to display a list of options offering extended stays. With plenty of features such as air conditioning and laundries, as well as some offering discounted weekly or monthly prices, you're sure to get a terrific place to call your home away from home in Boston.

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