1+ Vacation Rentals Near Boston |
  1. USA
  2. Virginia
  3. Boston

Luxury Home Villas - Vacation Rentals in Boston

Private Shenandoah retreat on three wooded acres.
New
From US $417
         

New
Villa
Private Shenandoah retreat on three wooded acres.
  • Air Conditioner
  • Parking
  • TV

View Availability
See More Boston Vacation Rentals

Luxury Places to Stay in Boston

Over 43+ Luxury Places to Stay in or Near Boston
The Exclusive Walden Estate From US $1,619
         

10.0 (3 Reviews)
House
The Exclusive Walden Estate
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Stunning House with Private Pool and Hot Tub on Rural Estate From US $1,036
         

10.0 (84 Reviews)
House
Stunning House with Private Pool and Hot Tub on Rural Estate
  • Air Conditioner
  • Pet Friendly
  • Pool

View Availability
14-Person House with Pool and Hot Tub on Spectacular Estate From US $1,019
         

9.8 (7 Reviews)
House
14-Person House with Pool and Hot Tub on Spectacular Estate
  • Air Conditioner
  • Pet Friendly
  • TV

View Availability
12-Person House with Hot Tub on Spectacular Estate From US $868
         

9.6 (27 Reviews)
House
12-Person House with Hot Tub on Spectacular Estate
  • Air Conditioner
  • Pet Friendly
  • Pool

View Availability
Old Rag View Horse Farm with Log Lodge and Treehouse From US $827
         

9.8 (165 Reviews)
House
Old Rag View Horse Farm with Log Lodge and Treehouse
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
10 Person House with Private Hot tub on Spectacular Rural Estate From US $630
         

9.8 (70 Reviews)
House
10 Person House with Private Hot tub on Spectacular Rural Estate
  • Air Conditioner
  • Pet Friendly
  • Pool

View Availability
8-Person House with Private Hot Tub on Spectacular Rural Estate From US $571
         

10.0 (64 Reviews)
House
8-Person House with Private Hot Tub on Spectacular Rural Estate
  • Air Conditioner
  • Pet Friendly
  • Pool

View Availability
6-Person House with private hot tub and screen porch From US $386
         

10.0 (4 Reviews)
House
6-Person House with private hot tub and screen porch
  • Air Conditioner
  • Pet Friendly
  • TV

View Availability
See More Boston Luxury Vacation Rentals
Find More Boston Villas, Resorts, & Rentals on BedroomVillas

Top-Rated Vacation Rentals with a Pool in Boston

Over 10+ Top-Rated Vacation Rentals with a Pool in or Near Boston
2 Bedroom 4 person house with private hot tub on Rural Estate From US $306
         

10.0 (3 Reviews)
House
2 Bedroom 4 person house with private hot tub on Rural Estate
  • Air Conditioner
  • Pool
  • TV

View Availability
The PERFECT LOCATION FOR MAKING MEMORIES THAT WILL LAST A LIFETIME! From US $172
         

9.8 (70 Reviews)
Cottage
The PERFECT LOCATION FOR MAKING MEMORIES THAT WILL LAST A LIFETIME!
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Romantic Cottage with Private Hot Tub From US $267
         

9.8 (67 Reviews)
Cottage
Romantic Cottage with Private Hot Tub
  • Air Conditioner
  • Pet Friendly
  • Pool

View Availability
Cottage Getaway for Two with Private Hot Tub From US $257
         

9.8 (50 Reviews)
Cottage
Cottage Getaway for Two with Private Hot Tub
  • Air Conditioner
  • Pet Friendly
  • Pool

View Availability
Farm Living, Creature Comforts, & Centrally Located From US $284
         

9.6 (144 Reviews)
Cottage
Farm Living, Creature Comforts, & Centrally Located
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Peacefield - Blue Ridge views near Culpeper From US $509
         

10.0 (7 Reviews)
House
Peacefield - Blue Ridge views near Culpeper
  • Air Conditioner
  • Parking
  • Pool

View Availability
Belle Meade Bed and Breakfast From US $230
         

9.6 (34 Reviews)
Bed & Breakfast
Belle Meade Bed and Breakfast
  • Air Conditioner
  • Parking
  • Pool

View Availability
Rainmaker Ranch - Peaceful Blue Ridge Mountain Sunsets From US $375
         

4.9 (46 Reviews)
House
Rainmaker Ranch - Peaceful Blue Ridge Mountain Sunsets
  • Air Conditioner
  • Pet Friendly
  • Pool

View Availability
See More Boston Vacation Rentals with a Pool

Pet-Friendly Vacation Rentals in Boston

Over 11+ Pet-Friendly Vacation Rentals in or Near Boston
Manor House, Spring Haven Farm From US $145
         

9.4 (37 Reviews)
House
Manor House, Spring Haven Farm
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Sleeps 4 w/screen porch and private Hot Tub From US $296
         

10.0 (9 Reviews)
House
Sleeps 4 w/screen porch and private Hot Tub
  • Air Conditioner
  • Pet Friendly
  • TV

View Availability
Bunkhouse at Spring Haven Farm From US $188
         

10.0 (6 Reviews)
House
Bunkhouse at Spring Haven Farm
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
HB1 at Spring Haven Farm From US $109
         

9.6 (60 Reviews)
House
HB1 at Spring Haven Farm
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Charming 1-bedroom apartment with AC and WiFi close to old rag and local winery From US $276
         

New
Apartment
Charming 1-bedroom apartment with AC and WiFi close to old rag and local winery
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
K-9 Heaven, Where Dogs R King From US $171
         

|
10.0 (18 Reviews)
Apartment
K-9 Heaven, Where Dogs R King
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
10-Acre, Dog-Friendly House Near Mtns & Wineries, Sleeps 8 From US $277
         

10.0 (10 Reviews)
Cabin
10-Acre, Dog-Friendly House Near Mtns & Wineries, Sleeps 8
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
This working homestead is a destination not just a place to stay. From US $650
         

10.0 (7 Reviews)
Cottage
This working homestead is a destination not just a place to stay.
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
See More Pet-Friendly Vacation Rentals in Boston on PetFriendly.io

Large Vacation Homes & Villas in Boston

Over 5+ Large Vacation Homes & Villas in or Near Boston
Beautifully restored farm house in the Blue Ridge foot hills From US $273
         

New
Other
Beautifully restored farm house in the Blue Ridge foot hills
  • Air Conditioner
  • Parking
  • TV

View Availability
Cottage with Fireplace and Chef Kitchen in Blue Ridge foothills VA Wine country From US $289
         

10.0 (15 Reviews)
Cottage
Cottage with Fireplace and Chef Kitchen in Blue Ridge foothills VA Wine country
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety

View Availability
Nonesuch Farm and guest house: private Shenandoah retreat From US $290
         

10.0 (1 Review)
House
Nonesuch Farm and guest house: private Shenandoah retreat
  • Air Conditioner
  • Parking
  • TV

View Availability
Retreat Venue to Host up to 36 From US $941
         

New
House
Retreat Venue to Host up to 36
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
Perfect for Wedding, Retreat, Workshop or Family Reunion From US $674
         

8.0 (3 Reviews)
Other
Perfect for Wedding, Retreat, Workshop or Family Reunion
  • Air Conditioner
  • Parking
  • Balcony/Terrace

View Availability
See More Family Vacation Rentals in Boston on FVR

Wheelchair Accessible Vacation Homes in Boston

Over 1+ Wheelchair Accessible Vacation Homes in or Near Boston
WALDEN HALL ESTATE - EMERSON POOL SUITE APARTMENT From US $311
         

New
Apartment
WALDEN HALL ESTATE - EMERSON POOL SUITE APARTMENT
  • Air Conditioner
  • Pet Friendly
  • Wheelchair Accessible

View Availability
See More Properties

Boston Varoom and Airbnb Places to Stay Under $200

Over 4+ Boston Varoom and Airbnb Places to Stay Under $200
Unique Converted Horsebarn From US $111
         

9.4 (58 Reviews)
Other
Unique Converted Horsebarn
  • Air Conditioner
  • Parking
  • TV

View Availability
Blue Ridge Bunkhouse RV Rental on Homestead From US $111
         

10.0 (17 Reviews)
House
Blue Ridge Bunkhouse RV Rental on Homestead
  • Child Friendly

View Availability
Cozy Studio Apartment! From US $175
         

New
Apartment
Cozy Studio Apartment!
  • Child Friendly

View Availability
Nonesuch : Private loft apartment attached to main house 50acres and 4acre pond From US $171
         

New
House
Nonesuch : Private loft apartment attached to main house 50acres and 4acre pond
  • Air Conditioner
  • Pool
  • Balcony/Terrace

View Availability
See More Boston Vacation Rental Deals

Instantly Bookable Vacation Homes in Boston

Over 5+ Instantly Bookable Vacation Homes in or Near Boston
The Mill House - Peaceful farmhouse retreat with hot tub, fire pit, & fast Wi-Fi From US $355
         

10.0 (8 Reviews)
Other
The Mill House - Peaceful farmhouse retreat with hot tub, fire pit, & fast Wi-Fi
  • Air Conditioner
  • Parking
  • TV

View Availability
Gobbler Hill Cottage at Rocky Run Sustainable Farm From US $342
         

8.0 (5 Reviews)
Cottage
Gobbler Hill Cottage at Rocky Run Sustainable Farm

View Availability
A quiet, lovely old farm on a beautiful piece of land near Shenandoah Park From US $289
         

9.8 (70 Reviews)
Other
A quiet, lovely old farm on a beautiful piece of land near Shenandoah Park
  • Air Conditioner
  • Parking
  • TV

View Availability
Farmhouse Getaway - Firepit, Views & Stargazing From US $310
         

New
Other
Farmhouse Getaway - Firepit, Views & Stargazing
  • Air Conditioner
  • Parking
  • TV

View Availability
Gobbler Hill Cottage at Rocky Run Sustainable Farm From US $300
         

8.0 (5 Reviews)
Cottage
Gobbler Hill Cottage at Rocky Run Sustainable Farm
  • Air Conditioner
  • Parking
  • Balcony/Terrace

View Availability
See More Boston Short-Term Vacation Rentals

About Boston Vacation Rentals

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Luxuryhomevilla Boston, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Boston. Places to stay near Boston are 2630 ft² on average, with prices averaging $417 a night.

Luxuryhomevilla makes it easy and safe to find and compare vacation rentals in Boston with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Boston

Type Count
Villas 1

Use these Quick Filters to Find a Vacation Rental in Boston

★ Pro Tip: Luxuryhomevilla makes it easy to compare the best listings on Luxuryhomevilla homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Luxuryhomevilla homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Boston.

Weather in Boston

View the weather forecast for Boston before booking your Boston Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Boston, VA

Luxuryhomevilla offers a large selection of top attractions around Boston. Research things to do on your vacation before you visit Boston.


Little Washington Winery Old Rag Mountain Skyland The Loft Thorton Gap Entrance SheNonedoah Yogi Bear's Jellystone Park Early Mountain Vineyards Rose River Falls Culpeper National Cemetery Rapidan Camp Mary's Rock Summit Trailhead Bearfence Mountain Copper Fox Distillery Stony Man Brandy Station Foundation Old House Vineyards Unicorn Winery Pinnacles Glassworks Gallery R.H. Ballard Shop & Gallery