Sailings Canada - Vacation Rentals in Rapidan

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

Art House on Main From US $350
         

|
10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Mayhurst Inn From US $301
         

|
9.2 (290 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Cabin, Pool, Hot Tub, Wineries and Mountains Oh My! From US $1,350
         

10.0 (58 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
New pickel ball court! basketball and putt putt too! From US $221
         

10.0 (31 Reviews)
Ski Chalet
  • Air Conditioner
  • Parking
  • TV
Beautiful home with mountain and river views. From US $608
         

10.0 (29 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Rural and Spacious Virginia Home on ~ 2 Acres! From US $259
         

Luxury Places to Stay in Rapidan

Over 146+ Luxury Places to Stay in or Near Rapidan
The Houses at Lumusa From US $1,117
         

New
House
  • Air Conditioner
  • View
  • Security/Safety
The Houses at Lumusa From US $1,091
         

New
House
  • Air Conditioner
  • TV
  • Balcony/Terrace
NEW l Near Shenandoah~Pool~Hot Tub~Fire Pit~10Acre From US $954
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Rapidan

Over 28+ Top-Rated Vacation Rentals with a Pool in or Near Rapidan
Inn at Willow Grove From US $431
         

|
10.0 (61 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
The Farmhouse At Oak Creek Farm From US $304
         

10.0 (9 Reviews)
Other
  • Air Conditioner
  • Parking
  • Pool
The Apartment at Dark Run Retreat From US $144
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
The Studio at Dark Run Retreat From US $93
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Round Hill Inn From US $131
         

9.6 (706 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Farm Living, Creature Comforts, & Centrally Located From US $316
         

9.6 (144 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Bloomingdale Honeymoon Cabin Vintage Retreat with Mountain Views From US $208
         

Hampton Inn & Suites Culpeper From US $132
         

9.4 (396 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Rapidan

Over 54+ Pet-Friendly Vacation Rentals in or Near Rapidan
Farm living at it's best! From US $276
         

|
10.0 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Red Roof Inn Culpeper From US $76
         

5.6 (412 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Charming 4-bedroom house in Madison centrally located! From US $379
         

Blue Ridge Retreat! Cottage on the Rapidan River From US $141
         

10.0 (1 Review)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Newly renovated entire guest suite in Orange County. From US $177
         

9.8 (44 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Pet-Friendly Cottage with Game Room & Fire Pit! From US $269
         

9.8 (43 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
See More Pet-Friendly Vacation Rentals in Rapidan on PetFriendly.io

Large Vacation Homes & Villas in Rapidan

Over 17+ Large Vacation Homes & Villas in or Near Rapidan
Woodhaven: Your Serene Countryside Escape by RedAwning From US $558
         

9.4 (11 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Newly Renovated Modern Farmhouse From US $305
         

|
10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Security/Safety
Wine Country Farmhouse From US $439
         

New
House
  • Air Conditioner
  • TV
  • Balcony/Terrace
Downtown Madison Home Close to Wineries, Venues, and Rt 29 From US $336
         

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

10.0 (15 Reviews)
Cottage
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety

Wheelchair Accessible Vacation Homes in Rapidan

Over 17+ Wheelchair Accessible Vacation Homes in or Near Rapidan
Luxury Suite at Grelen's Historic Depot From US $237
         

9.0 (9 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Mayhurst Estate From US $313
         

|
9.5 (30 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pet Friendly
Comfort Inn & Suites Orange - Montpelier From US $125
         

8.4 (823 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
WALDEN HALL ESTATE - EMERSON POOL SUITE APARTMENT From US $311
         

New
Apartment
  • Air Conditioner
  • Pet Friendly
  • Wheelchair Accessible
Suites at 249 From US $200
         

9.5 (87 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Microtel Inn & Suites by Wyndham Culpeper From US $94
         

8.2 (1003 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Budget Inn Orange From US $119
         

9.5 (2 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Days Inn By Wyndham Culpeper From US $100
         

7.6 (173 Reviews)
Hotel
  • Parking
  • Pool
  • Wheelchair Accessible

Rapidan Vacation Rentals and Airbnb Places to Stay Under $200

Over 54+ Rapidan Vacation Rentals and Airbnb Places to Stay Under $200
Hill of Content B&B From US $160
         

|
10.0 (53 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Culpeper Center Suites From US $195
         

9.4 (120 Reviews)
Hotel
  • Air Conditioner
  • TV
  • Security/Safety
Charming Farmhouse Cottage with Mountain Views From US $197
         

8.6 (18 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Perfect and Easy “Get A Way” to Rare Air Farm! From US $198
         

10.0 (1 Review)
Cottage
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Tiny Cabin with beautiful country views. Pet friendly! From US $139
         

9.0 (2 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Private Basement Apartment From US $64
         

8.8 (13 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
West Davis Mill From US $159
         

10.0 (29 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Cozy Cottage near Montpelier From US $185
         

10.0 (86 Reviews)
Cottage
  • Air Conditioner
  • Pet Friendly
  • Balcony/Terrace

Instantly Bookable Vacation Homes in Rapidan

Over 30+ Instantly Bookable Vacation Homes in or Near Rapidan
The Biltmore Suite in historic Holladay House From US $382
         

Country Retreat Near Shenandoah & Old Rag - Family Friendly Getaway From US $364
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Designated Smoking Area
The Edgcote Room in Historic Holladay House From US $352
         

The Blenheim Suite in historic Holladay House From US $350
         

10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
The Fenton Room in historic Holladay House From US $285
         

Spacious room in ca. 1830 home From US $287
         

9.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

About Rapidan Vacation Rentals

With more than 155 Rapidan vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Sailings and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Rapidan.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Sailings Rapidan, 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 Rapidan. Places to stay near Rapidan are 1041.49 ft² on average, with prices averaging $314 a night.

Sailings makes it easy and safe to find and compare vacation rentals in Rapidan 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 Rapidan

Type Count
Vacation Homes 74
Hotels with Suites 29
Holiday Apartments 19
Cottages 10
Cabin Rentals 5
B&B 4
Others 4
Villas 4
Ski Chalet Rentals 2

Use these Quick Filters to Find a Vacation Rental in Rapidan

Pro Tip: Sailings makes it easy to compare the best listings on Sailings homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Sailings 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 Rapidan.

Weather in Rapidan

View the weather forecast for Rapidan before booking your Rapidan 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

Rapidan Vacation Rental Frequently Asked Questions

How many vacation rentals are available in Rapidan?

Currently, the total number of properties listed in 2026 is over 155 in the Rapidan area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Rapidan.