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Wine Country Villas - Vacation Rentals in Ashland

Downtown Natchez Elegant 1835 Antebellum House From US $357
         

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New
Villa
Downtown Natchez Elegant 1835 Antebellum House
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Luxury Places to Stay in Ashland

Over 250+ Luxury Places to Stay in or Near Ashland
Field & Forest: A Luxurious Estate on 100 Acres with an Infinity Pool & Sauna From US $2,698
         

New
House
Field & Forest: A Luxurious Estate on 100 Acres with an Infinity Pool & Sauna
  • Air Conditioner
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  • Pool

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The River Walk Inn - Rooms 801-806 From US $1,764
         

10.0 (1 Review)
Hotel
The River Walk Inn - Rooms 801-806
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610 Franklin | 3/3 | Heart of Downtown From US $765
         

10.0 (5 Reviews)
House
610 Franklin | 3/3 | Heart of Downtown
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Glenfield Plantation Historic Antebellum Bed and Breakfast From US $693
         

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7.8 (7 Reviews)
Bed & Breakfast
Glenfield Plantation Historic Antebellum Bed and Breakfast
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Downtown Natchez Elegant 1835 Antebellum House From US $679
         

10.0 (6 Reviews)
House
Downtown Natchez Elegant 1835 Antebellum House
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Natchez Grand Hotel On The River From US $657
         

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8.4 (2397 Reviews)
Hotel
Natchez Grand Hotel On The River
  • Air Conditioner
  • Pool
  • Wheelchair Accessible

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Stunning 3 BR/3 BA loft apartment w/balcony overlooking historic downtown! From US $635
         

10.0 (42 Reviews)
Condo
Stunning 3 BR/3 BA loft apartment w/balcony overlooking historic downtown!
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Beautiful, spacious center of Natchez - your home away from home From US $619
         

9.4 (49 Reviews)
House
Beautiful, spacious center of Natchez - your home away from home
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Top-Rated Vacation Rentals with a Pool in Ashland

Over 27+ Top-Rated Vacation Rentals with a Pool in or Near Ashland
Choctaw Hall Bed and Breakfast From US $186
         

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10.0 (349 Reviews)
Bed & Breakfast
Choctaw Hall Bed and Breakfast
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  • Parking
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Above the Law From US $151
         

10.0 (90 Reviews)
House
Above the Law
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Private oasis on the grounds of Historic Ravenna Antebellum Mansion From US $222
         

10.0 (65 Reviews)
Apartment
Private oasis on the grounds of Historic Ravenna Antebellum Mansion
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The Oxbow Lodge of Lake Bruin From US $606
         

10.0 (62 Reviews)
Cabin
The Oxbow Lodge of Lake Bruin
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The Natchez Gaol, Downtown Natchez From US $156
         

10.0 (46 Reviews)
House
The Natchez Gaol, Downtown Natchez
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The Burn Bed and Breakfast From US $168
         

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9.9 (65 Reviews)
Bed & Breakfast
The Burn Bed and Breakfast
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Stone House Musical B&B From US $159
         

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9.9 (58 Reviews)
Bed & Breakfast
Stone House Musical B&B
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The Beaumont House From US $188
         

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9.6 (93 Reviews)
Bed & Breakfast
The Beaumont House
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Pet-Friendly Vacation Rentals in Ashland

Over 58+ Pet-Friendly Vacation Rentals in or Near Ashland
Kelly Kottage in Historic Downtown Natchez From US $193
         

9.4 (112 Reviews)
Cottage
Kelly Kottage in Historic Downtown Natchez
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  • Pet Friendly

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Choctaw Hall Bed & Breakfast From US $155
         

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9.6 (166 Reviews)
Bed & Breakfast
Choctaw Hall Bed & Breakfast
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The Terrace Carriage House, a place like no other! From US $210
         

10.0 (92 Reviews)
Cottage
The Terrace Carriage House, a place like no other!
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  • Pet Friendly

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Lazy Bear Lodge — The Sandifer’s House on Lake Bruin From US $391
         

10.0 (43 Reviews)
House
Lazy Bear Lodge — The Sandifer’s House on Lake Bruin
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  • Pet Friendly

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Darby's Lakehouse Retreat From US $527
         

10.0 (18 Reviews)
House
Darby's Lakehouse Retreat
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  • Pet Friendly

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Heron's Cove Lake House with dock and kayaks From US $335
         

10.0 (15 Reviews)
House
Heron's Cove Lake House with dock and kayaks
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  • Pet Friendly

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Wensel Cottage in downtown Natchez Walking distance to most shops & restaurants. From US $183
         

10.0 (13 Reviews)
Cottage
Wensel Cottage in downtown Natchez Walking distance to most shops & restaurants.
  • Air Conditioner
  • Parking
  • Pet Friendly

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1864 Little Brick | 1/1, Full Kitchen, Hot Tub, Pet Friendly w/fee From US $210
         

10.0 (11 Reviews)
Cottage
1864 Little Brick | 1/1, Full Kitchen, Hot Tub, Pet Friendly w/fee
  • Air Conditioner
  • Parking
  • Pet Friendly

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Large Vacation Homes & Villas in Ashland

Over 26+ Large Vacation Homes & Villas in or Near Ashland
Ferriday Lakehouse w/Private Dock, Deck, & Yard! From US $355
         

10.0 (27 Reviews)
House
Ferriday Lakehouse w/Private Dock, Deck, & Yard!
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Ferriday Lakehouse with Private Dock, Deck, and Yard! From US $191
         

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10.0 (1 Review)
House
Ferriday Lakehouse with Private Dock, Deck, and Yard!
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Comfy Central Natchez Hideaway: Walk to Dtwn! From US $339
         

10.0 (22 Reviews)
House
Comfy Central Natchez Hideaway: Walk to Dtwn!
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Charming Cottage w/Mississippi River Views! From US $198
         

9.8 (41 Reviews)
Cottage
Charming Cottage w/Mississippi River Views!
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Natchez Vacation Rental, Close to Historic Parks! From US $412
         

9.8 (17 Reviews)
House
Natchez Vacation Rental, Close to Historic Parks!
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Charming 4-bedroom cabin with WiFi and AC in Lake Bruin, St. Joseph From US $248
         

9.4 (3 Reviews)
Cabin
Charming 4-bedroom cabin with WiFi and AC in Lake Bruin, St. Joseph
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  • Pet Friendly

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BEST SPOT ON THE LAKE! From US $315
         

10.0 (13 Reviews)
House
BEST SPOT ON THE LAKE!
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Waterfront get away retreat! Plenty of fishing opportunities From US $529
         

10.0 (6 Reviews)
House
Waterfront get away retreat! Plenty of fishing opportunities
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Wheelchair Accessible Vacation Homes in Ashland

Over 17+ Wheelchair Accessible Vacation Homes in or Near Ashland
The River Walk Inn - Room 802 From US $271
         

10.0 (10 Reviews)
Hotel
The River Walk Inn - Room 802
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Devereaux Shields House From US $481
         

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9.0 (121 Reviews)
Bed & Breakfast
Devereaux Shields House
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  • Pet Friendly

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TownePlace Suites by Marriott Vidalia Riverfront From US $173
         

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8.8 (197 Reviews)
Hotel
TownePlace Suites by Marriott Vidalia Riverfront
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The River Walk Inn - Room 803 From US $273
         

10.0 (5 Reviews)
Hotel
The River Walk Inn - Room 803
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Hampton Inn & Suites Natchez From US $431
         

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8.4 (182 Reviews)
Hotel
Hampton Inn & Suites Natchez
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Natchez Grand Hotel & Suites On the River From US $130
         

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8.6 (1408 Reviews)
Hotel
Natchez Grand Hotel & Suites On the River
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  • Pool
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The River Walk Inn - Room 805 From US $327
         

10.0 (3 Reviews)
Hotel
The River Walk Inn - Room 805
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The River Walk Inn - Room 806 From US $486
         

10.0 (2 Reviews)
Hotel
The River Walk Inn - Room 806
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Ashland Varoom and Airbnb Places to Stay Under $200

Over 92+ Ashland Varoom and Airbnb Places to Stay Under $200
PIER HAPPINESS on Lake Concordia Lakefront Rental! From US $140
         

10.0 (85 Reviews)
House
PIER HAPPINESS on Lake Concordia Lakefront Rental!
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Walk to Mississippi River and Dtwn Historic Haven! From US $191
         

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10.0 (1 Review)
House
Walk to Mississippi River and Dtwn Historic Haven!
  • Parking
  • Accessibility
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Concord Quarters From US $113
         

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10.0 (101 Reviews)
Bed & Breakfast
Concord Quarters
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  • Parking
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2feather inn #2 From US $154
         

10.0 (30 Reviews)
House
2feather inn #2
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2feathers inn #1 From US $130
         

10.0 (21 Reviews)
Apartment
2feathers inn #1
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2 Melinda’s Garden Apt From US $130
         

10.0 (20 Reviews)
House
2 Melinda’s Garden Apt
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Walk to Mississippi River & Dtwn: Historic Haven! From US $194
         

10.0 (10 Reviews)
Cottage
Walk to Mississippi River & Dtwn: Historic Haven!
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Downtown, Free wine, Courtyard, Porches, 1885, Keyless, Private From US $139
         

9.8 (194 Reviews)
House
Downtown, Free wine, Courtyard, Porches, 1885, Keyless, Private
  • Air Conditioner
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  • Pet Friendly

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Instantly Bookable Vacation Homes in Ashland

Over 83+ Instantly Bookable Vacation Homes in or Near Ashland
Charming 2 bedroom condo in the heart of beautiful Natchez, MS. From US $276
         

10.0 (65 Reviews)
Condo
Charming 2 bedroom condo in the heart of beautiful Natchez, MS.
  • Air Conditioner
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The River Walk Inn - Rooms 801-806 From US $1,737
         

10.0 (1 Review)
House
The River Walk Inn - Rooms 801-806
  • Air Conditioner
  • Parking
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Katie's Cottage | 3/3 Historic Home, Washer/Dryer, Full Kitchen From US $338
         

10.0 (25 Reviews)
Cottage
Katie's Cottage | 3/3 Historic Home, Washer/Dryer, Full Kitchen
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Above Bank Alley Suite - Casually elegant, art filled suite in Historic District From US $251
         

10.0 (1 Review)
Condo
Above Bank Alley Suite - Casually elegant, art filled suite in Historic District
  • Air Conditioner
  • Parking
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5-Star Spacious & Private Downtown Natchez Home! From US $422
         

10.0 (21 Reviews)
House
5-Star Spacious & Private Downtown Natchez Home!
  • Air Conditioner
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Paradise Loft | 3/2.5, King Beds, Heart of Downtown, Full Kitchen/Wet Bar, Streaming TV From US $364
         

10.0 (14 Reviews)
Apartment
Paradise Loft | 3/2.5, King Beds, Heart of Downtown, Full Kitchen/Wet Bar, Streaming TV
  • Air Conditioner
  • TV
  • Balcony/Terrace

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Cotton Alley | Charming 2-Bedroom Retreat in Historic Natchez, MS From US $457
         

10.0 (6 Reviews)
Condo
Cotton Alley | Charming 2-Bedroom Retreat in Historic Natchez, MS
  • Air Conditioner
  • Parking
  • TV

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Borum House | 3/2.5, Full Kitchen, Heart of Downtown Natchez From US $371
         

10.0 (3 Reviews)
House
Borum House | 3/2.5, Full Kitchen, Heart of Downtown Natchez
  • Air Conditioner
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  • TV

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About Ashland Vacation Rentals

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Winecountryvillas Ashland, 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 Ashland. Places to stay near Ashland are 3799.66 ft² on average, with prices averaging $357 a night.

Winecountryvillas makes it easy and safe to find and compare vacation rentals in Ashland 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 Ashland

Type Count
Villas 1

Use these Quick Filters to Find a Vacation Rental in Ashland

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

Weather in Ashland

View the weather forecast for Ashland before booking your Ashland 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 Ashland, MS

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


Alcorn State University Stanton Hall Natchez National Historical Park Rosalie Mansion Natchez City Auditorium Longwood Magnolia Hall Lake Bruin Melrose St. Mary Basilica Natchez Bluff Park Bethel Presbyterian Church Natchez National Cemetery Elms Court Lake St. John Lake Concordia Natchez Visitor Reception Center Windsor Ruins Natchez City Cemetery Temple B'nai Israel