Pawleys Island Vacation Rental - Vacation Rentals in Winona

Cabin in the woods overlooking Grenada lake. From US $367
         

10.0 (37 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • TV
Coffeeville Cabin with Deck about 7 Mi to Grenada Lk From US $195
         

|
10.0 (3 Reviews)
House
  • Parking
  • Pet Friendly
  • Accessibility
Hampton Inn & Suites Grenada From US $141
         

9.0 (674 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Modern Greenwood Studio < 1 Mi to Downtown! From US $97
         

10.0 (14 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Greenwood Studio Cottage < 1 Mi to Downtown! From US $115
         

10.0 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV

Luxury Places to Stay in Winona

Over 122+ Luxury Places to Stay in or Near Winona
The Hooper House From US $540
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Charming 3-bedroom barn in quaint Winona with AC From US $436
         

6.0 (1 Review)
House
  • Air Conditioner
  • Security/Safety
  • Sports/Activities
The Get-A-Way at Grenada lake From US $365
         

9.8 (12 Reviews)
Cottage
  • Air Conditioner
  • Pet Friendly
  • TV
Charming ranch style log cabin with AC in scenic Winona From US $311
         

10.0 (1 Review)
Cabin
  • Air Conditioner
  • Security/Safety
  • Sports/Activities
Charming family retreat From US $301
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace

Top-Rated Vacation Rentals with a Pool in Winona

Over 27+ Top-Rated Vacation Rentals with a Pool in or Near Winona
Holiday Inn Express & Suites Grenada by IHG From US $156
         

8.8 (547 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Hampton Inn & Suites Grenada From US $207
         

|
8.5 (173 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Holiday Inn Express & Suites - Greenwood by IHG From US $155
         

8.4 (523 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
SureStay Plus Hotel by Best Western Greenwood From US $144
         

|
8.4 (234 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Econo Lodge Grenada From US $91
         

8.4 (217 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
SureStay Plus Hotel by Best Western Greenwood From US $137
         

8.2 (684 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Holiday Inn Express and Suites Winona North by IHG From US $131
         

8.2 (673 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Winona

Over 33+ Pet-Friendly Vacation Rentals in or Near Winona
Located 3 miles to Grenada Lake From US $229
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Historic Wilson House From US $126
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Dogwoods-2 bedroom cabin with spacious parking From US $135
         

10.0 (1 Review)
Cabin
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Grenada Lake Resort Cabin # 5 From US $156
         

10.0 (6 Reviews)
Cabin
  • Parking
  • Pet Friendly
  • TV
Catfish House-1 bedroom with spacious free parking From US $289
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • View
See More Pet-Friendly Vacation Rentals in Winona on PetFriendly.io

Large Vacation Homes & Villas in Winona

Over 6+ Large Vacation Homes & Villas in or Near Winona
Coffeeville Cabin w/Deck ~ 7 Mi to Grenada Lk From US $276
         

The barn loft From US $154
         

New
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Econo Lodge Grenada From US $73
         

New
Cabin
  • Air Conditioner
  • Parking
  • Pool
House Located Less Than 3 Miles of Grenada Lake From US $608
         

9.0 (2 Reviews)
House
  • Pet Friendly
  • Security/Safety
  • Child Friendly

Wheelchair Accessible Vacation Homes in Winona

Over 7+ Wheelchair Accessible Vacation Homes in or Near Winona
Hampton Inn Greenwood From US $155
         

|
8.2 (119 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Comfort Inn & Suites Grenada From US $130
         

8.0 (780 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Comfort Inn & Suites Grenada From US $132
         

|
8.1 (354 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Americas Best Value Inn & Suites Greenwood From US $78
         

4.4 (97 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Holiday Inn Express Hotel Winona North by IHG From US $125
         

7.8 (130 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Americas Best Value Inn Grenada From US $499
         

4.8 (163 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Motel 6 Greenwood, MS From US $68
         

|
7.7 (99 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

Winona Varoom and Airbnb Places to Stay Under $200

Over 62+ Winona Varoom and Airbnb Places to Stay Under $200
Charming 1-bedroom cabin in Winona. Close 50 minutes to Starkville for games. From US $185
         

10.0 (1 Review)
Cabin
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Cozy, Peaceful, and Relaxing! From US $140
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Americas Best Value Inn Winona From US $108
         

8.0 (455 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Fox Hunting, Crappie Fishing Getaway From US $146
         

9.8 (46 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • TV
Bourgeois Residence in a Country Setting From US $164
         

9.8 (27 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Updated North Greenwood Cottage < 1 Mi to Dtwn! From US $169
         

9.8 (9 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV

Instantly Bookable Vacation Homes in Winona

Over 34+ Instantly Bookable Vacation Homes in or Near Winona
Magnolia State Winter Escape – Beautiful 3BR Family Home From US $207
         

9.6 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • Security/Safety

About Winona Vacation Rentals

With more than 131 Winona vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Pawleysislandvacationrental 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 Winona.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Pawleysislandvacationrental Winona, 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 Winona. Places to stay near Winona are 364.47 ft² on average, with prices averaging $182 a night.

Pawleysislandvacationrental makes it easy and safe to find and compare vacation rentals in Winona 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 Winona

Type Count
Hotels with Suites 41
Vacation Homes 37
Cabin Rentals 33
Holiday Apartments 13
Cottages 4
B&B 1

Use these Quick Filters to Find a Vacation Rental in Winona

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

Weather in Winona

View the weather forecast for Winona before booking your Winona 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