Holiday In The Hamptons - Vacation Rentals in Woodbury

50-Acre Farm w/Fishing Pond! Cabin in Brownsville From US $371
         

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10.0 (10 Reviews)
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Staybridge Suites Bowling Green by IHG From US $134
         

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9.0 (1002 Reviews)
Hotel
  • Air Conditioner
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  • Pool
50-Acre Farm w/Fishing Pond! Cabin in Brownsville From US $293
         

Working Farm w/Fishing Pond! Brownsville Gem From US $248
         

10.0 (40 Reviews)
Cabin
  • Air Conditioner
  • Parking
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My Kentucky Home From US $591
         

10.0 (23 Reviews)
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  • Air Conditioner
  • Parking
  • TV
Industrial Modern House for Sleep + Play From US $879
         

10.0 (11 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in Woodbury

Over 178+ Luxury Places to Stay in or Near Woodbury
Scenic Getaway w/Deck: 7 Mi to Mammoth Cave Park! From US $508
         

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9.0 (1 Review)
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Vintage BG Home — Historic Charm, Prime Location From US $395
         

10.0 (1 Review)
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  • Bedding/Linens
4 Mi to WKU: Hilltopper's Hideaway w/Grills! From US $330
         

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10.0 (1 Review)
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  • Pet Friendly
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4 Mi to WKU: Hilltopper's Hideaway w/Grills! From US $309
         

9.0 (6 Reviews)
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  • Pet Friendly
Charming KY Stay From US $307
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • TV
Working Farm w/Fishing Pond! Brownsville Gem From US $303
         

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10.0 (4 Reviews)
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Lil' Rock - close to Beech Bend From US $292
         

10.0 (1 Review)
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  • TV

Top-Rated Vacation Rentals with a Pool in Woodbury

Over 41+ Top-Rated Vacation Rentals with a Pool in or Near Woodbury
2 Bedroom Suite w/Kitchen | Work Desk & Breakfast From US $213
         

10.0 (4 Reviews)
Apartment
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Accessible 1BR Suite w/Kitchen | Breakfast + Pool From US $179
         

10.0 (1 Review)
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Hilton Garden Inn Bowling Green From US $176
         

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9.0 (1000 Reviews)
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Staybridge Suites Bowling Green by IHG From US $140
         

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9.0 (550 Reviews)
Hotel
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  • Parking
  • Pet Friendly
Accessible 2BR Suite | Breakfast + Full Kitchen From US $255
         

8.8 (3 Reviews)
Apartment
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  • Pool
Accessible Studio Suite | Kitchen & Free Breakfast From US $168
         

Sleepover 1BD 1BA Downtown Bowling Green Apartments From US $84
         

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7.4 (90 Reviews)
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Morgantown Inn & Suites From US $80
         

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6.6 (39 Reviews)
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Pet-Friendly Vacation Rentals in Woodbury

Over 65+ Pet-Friendly Vacation Rentals in or Near Woodbury
Updated Apt: 1 Mi to Western Kentucky University! From US $242
         

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9.0 (8 Reviews)
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  • Pet Friendly
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The Green House From US $246
         

10.0 (4 Reviews)
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  • Pet Friendly
  • Balcony/Terrace
  • Security/Safety
Picasso Palace From US $145
         

10.0 (4 Reviews)
Condo
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  • Pet Friendly
Sweet Home 4 Townhouse From US $122
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
See More Pet-Friendly Vacation Rentals in Woodbury on PetFriendly.io

Large Vacation Homes & Villas in Woodbury

Over 24+ Large Vacation Homes & Villas in or Near Woodbury
Bright ‘Green Gables’ Cabin: Hike, Swim & BBQ From US $167
         

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10.0 (2 Reviews)
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Entire House Family-Pets-Friendly Close to i65. From US $283
         

9.2 (26 Reviews)
House
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  • Parking
  • Pet Friendly
Bright ‘Green Gables’ Cabin: Hike, Swim & BBQ From US $223
         

9.0 (13 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • TV
Sweet Home 6 From US $155
         

8.0 (4 Reviews)
House
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  • Pet Friendly
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4 BD Normalview: Comfort & Charm From US $249
         

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Historic College Hill Home w/Front Porch! From US $163
         

10.0 (8 Reviews)
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  • Pet Friendly

Wheelchair Accessible Vacation Homes in Woodbury

Over 5+ Wheelchair Accessible Vacation Homes in or Near Woodbury
Hyatt Place Bowling Green From US $126
         

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9.0 (1004 Reviews)
Hotel
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Kentucky Grand Hotel & Spa From US $176
         

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8.8 (117 Reviews)
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  • TV

Woodbury Vacation Rentals and Airbnb Places to Stay Under $200

Over 93+ Woodbury Vacation Rentals and Airbnb Places to Stay Under $200
Blue Nest: Your Modern Downtown Perch - Downtown BG From US $168
         

10.0 (4 Reviews)
Apartment
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Kentucky Hills Country Cottage - Country Life From US $181
         

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9.0 (2 Reviews)
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  • Pet Friendly
Cardinal Motel From US $101
         

8.8 (247 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Kentucky Cabin Retreat w/Covered Porch & Views From US $144
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Quaint 2-bedroom Dog Friendly apartment with AC in Bowling Green From US $162
         

10.0 (1 Review)
Apartment
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  • Pet Friendly
  • Security/Safety
Very clean & private From US $158
         

9.8 (158 Reviews)
House
  • Air Conditioner
  • Parking
  • Designated Smoking Area

Instantly Bookable Vacation Homes in Woodbury

Over 96+ Instantly Bookable Vacation Homes in or Near Woodbury
Updated Apt: 1 Mi to Western Kentucky University! From US $203
         

9.6 (45 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Secluded Brownsville Cabin w/Deck & Fire Pit From US $207
         

9.6 (31 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • TV
A Private Country Cottage - All To Yourself From US $266
         

9.6 (20 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Blue Belle: Storybook Spring Escape - Cozy 2BR From US $268
         

9.6 (9 Reviews)
House
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety

About Woodbury Vacation Rentals

With more than 187 Woodbury vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Holidayinthehamptons 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 Woodbury.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Holidayinthehamptons Woodbury, 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 Woodbury. Places to stay near Woodbury are 658.51 ft² on average, with prices averaging US $206 a night.

Holidayinthehamptons makes it easy and safe to find and compare vacation rentals in Woodbury 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 Woodbury

Type Count
Vacation Homes 86
Holiday Apartments 67
Cabin Rentals 12
Hotels 9
Cottages 5
Others 1

Use these Quick Filters to Find a Vacation Rental in Woodbury

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

Weather in Woodbury

View the weather forecast for Woodbury before booking your Woodbury 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

Woodbury Vacation Rental Frequently Asked Questions

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

Currently, the total number of properties listed in 2026 is over 187 in the Woodbury area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Woodbury.