Smith Mountain Lake Cabins - Vacation Rentals in Gainesboro

Secret Gardens Carriage House From US $105
         

9.8 (19 Reviews)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Hot Tub, Fire Pit, Deck, Grill, WiFi, Dog-Friendly From US $398
         

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10.0 (3 Reviews)
Ski Chalet
  • Air Conditioner
  • Parking
  • Pet Friendly
Comfort Inn & Suites Winchester From US $112
         

9.4 (1094 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
City Charmer near Historic OldTown Winchester. From US $138
         

10.0 (60 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Serene Mountaintop Cabin - Pool, Hot Tub [Fall-Spring], Infrared Sauna From US $756
         

Colonial Getaway near Old Town Historic Winchester From US $159
         

Luxury Places to Stay in Gainesboro

Over 182+ Luxury Places to Stay in or Near Gainesboro
Emerald in Berkeley Springs, WV From US $453
         

9.8 (36 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Scarborough Fair walk to downtown two story apt From US $392
         

9.8 (6 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Loft-style chalet w/hot tub & fireplace From US $329
         

8.0 (3 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Morocco Loft 2BR overlooking city walking mall From US $324
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

Top-Rated Vacation Rentals with a Pool in Gainesboro

Over 39+ Top-Rated Vacation Rentals with a Pool in or Near Gainesboro
Modern 3BR Farmhouse in the Country From US $310
         

10.0 (21 Reviews)
Other
  • Air Conditioner
  • Parking
  • Pool
Large Glamper w/Hot Tub and full bathroom-sleep 6 From US $220
         

The George Washington Hotel, A Wyndham Grand Hotel From US $148
         

La Quinta Inn & Suites by Wyndham Winchester From US $126
         

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9.2 (2276 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Microtel Inn & Suites by Wyndham Winchester From US $92
         

Quality Inn Winchester From US $100
         

9.2 (1003 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Hampton Inn Winchester N/Conference Center, VA From US $122
         

9.2 (886 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Fairfield Inn & Suites by Marriott Winchester From US $101
         

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9.2 (851 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Gainesboro

Over 74+ Pet-Friendly Vacation Rentals in or Near Gainesboro
Modern Mountain Cottage w Hot Tub, Fire Pit, WiFi From US $294
         

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8.8 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Country Inn & Suites by Radisson, Winchester, VA From US $103
         

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8.8 (1002 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy Cabin with Sunroom & Cacapon River Access! From US $186
         

9.8 (38 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Modern w Mountain Views, Hot Tub, Deck & Fire Pit From US $207
         

9.6 (10 Reviews)
Ski Chalet
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy English Basement Apt quiet but close to downtown From US $176
         

9.6 (7 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy cabin w/hot tub & fire pit w/pet-friendly From US $285
         

9.6 (5 Reviews)
Ski Chalet
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Gainesboro

Over 11+ Large Vacation Homes & Villas in or Near Gainesboro
The Overlook From US $218
         

8.0 (14 Reviews)
Cabin
  • Air Conditioner
  • Pet Friendly
  • TV
King Bed Farmhouse Valley Views From US $194
         

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9.7 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Cozy Mountain Retreat with Pickle-ball Court. Pet Friendly! From US $223
         

7.8 (7 Reviews)
Cabin
  • Air Conditioner
  • Pet Friendly
  • Designated Smoking Area
Cabin on a farm stay with roaming peecocks From US $199
         

7.6 (14 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Pure Luxury, Grill and Fireplace From US $388
         

9.6 (4 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • TV
Stunning Hilltop Views w/ Saltwater Infinity Pool From US $1,000
         

Wheelchair Accessible Vacation Homes in Gainesboro

Over 31+ Wheelchair Accessible Vacation Homes in or Near Gainesboro
TownePlace Suites Winchester From US $142
         

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9.3 (73 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Spark by Hilton Winchester From US $87
         

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9.0 (1026 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Hampton Inn Winchester From US $108
         

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9.1 (359 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Hampton Inn Winchester-University/Mall Area From US $115
         

9.0 (1001 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Tru By Hilton Winchester, Va From US $147
         

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9.0 (349 Reviews)
Hotel
  • Parking
  • Pet Friendly
  • Pool
Courtyard by Marriott Winchester From US $116
         

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9.0 (941 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Holiday Inn Winchester Southeast-Historic Gateway by IHG From US $124
         

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9.0 (307 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
TRU By Hilton Winchester From US $106
         

9.0 (789 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Gainesboro Vacation Rentals and Airbnb Places to Stay Under $200

Over 93+ Gainesboro Vacation Rentals and Airbnb Places to Stay Under $200
Peaceful Berkeley Springs Home: Escape to Nature! From US $171
         

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9.0 (1 Review)
House
  • Parking
  • Security/Safety
  • Sports/Activities
Holiday Inn Winchester Se-Historic Gateway by IHG From US $99
         

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9.0 (1006 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Cameron Grace Brand New 1BR 1BA apt downtown Winchester From US $139
         

10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Security/Safety
A-Frame Mountain Retreat From US $172
         

9.8 (36 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Pretty Little Apt by the Train II From US $162
         

9.8 (7 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Modern Mountain Cottage w Hot Tub, Fire Pit, WiFi From US $177
         

8.2 (10 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly

Instantly Bookable Vacation Homes in Gainesboro

Over 61+ Instantly Bookable Vacation Homes in or Near Gainesboro
Peaceful Berkeley Springs Home: Escape to Nature! From US $213
         

10.0 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Cleveland Park awesome Winchester 2 BR 1st fl napt. walk to everything! From US $289
         

The Little Red Schoolhouse From US $227
         

9.8 (14 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Stone chalet w/views & hot tub From US $246
         

9.2 (40 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Fireplace, Wraparound Deck, & WiFi at Chalet Cabin From US $285
         

8.4 (14 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly

About Gainesboro Vacation Rentals

With more than 191 Gainesboro vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Smithmountainlakecabins 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 Gainesboro.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Smithmountainlakecabins Gainesboro, 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 Gainesboro. Places to stay near Gainesboro are 674.78 ft² on average, with prices averaging US $195 a night.

Smithmountainlakecabins makes it easy and safe to find and compare vacation rentals in Gainesboro 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 Gainesboro

Type Count
Hotels 56
Vacation Homes 56
Holiday Apartments 37
Cabin Rentals 24
Ski Chalet Rentals 8
Cottages 3
Others 2
B&B 1

Use these Quick Filters to Find a Vacation Rental in Gainesboro

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

Weather in Gainesboro

View the weather forecast for Gainesboro before booking your Gainesboro 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

Gainesboro Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Gainesboro?
How many vacation rentals are available in Gainesboro?

Currently, the total number of properties listed in 2026 is over 191 in the Gainesboro area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Gainesboro.