Dunmore Bahamas - Vacation Rentals in Winchester
House
10.0
(
13 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
-
Parking -
Balcony/Terrace -
Kitchen -
Air Conditioner
US $389
/Night
7 Nights - $2,723
House
10.0
(
5 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
2400.35 ft²
-
Parking
-
Balcony/Terrace
-
Air Conditioner
-
Internet
US $576
/Night
7 Nights - $4,032
House
1 Bedroom
1 Bathroom
-
Oceanfront -
Pool -
Ocean View -
Balcony/Terrace
US $1,295
/Night
7 Nights - $9,064
House
10.0
(
98 Reviews
)
4 Bedrooms
4 Bathrooms
10 Guests
1798 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $561
/Night
7 Nights - $3,926
House
10.0
(
88 Reviews
)
4 Bedrooms
3 Bathrooms
12 Guests
1887 ft²
-
Hot Tub -
Parking
-
Pool
-
Balcony/Terrace
US $394
/Night
7 Nights - $2,759
House
10.0
(
81 Reviews
)
4 Bedrooms
5 Bathrooms
12 Guests
-
Hot Tub
-
Parking
-
Ocean View
-
Balcony/Terrace
US $960
/Night
7 Nights - $6,720
House
10.0
(
75 Reviews
)
4 Bedrooms
5 Bathrooms
12 Guests
3039 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $805
/Night
7 Nights - $5,633
House
10.0
(
57 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
2001 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $424
/Night
7 Nights - $2,970
See More Winchester Vacation Rentals
Luxury Places to Stay in Winchester
Over 281+
Luxury Places to Stay in or Near Winchester
US $1,978
/Night
7 Nights - $13,847
House
10.0
(
17 Reviews
)
6 Bedrooms
5 Bathrooms
22 Guests
6200 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $1,660
/Night
7 Nights - $11,620
House
5 Bedrooms
4 Bathrooms
16 Guests
39826.47 ft²
-
Hot Tub
-
Air Conditioner
-
Internet
-
Child Friendly
US $1,544
/Night
7 Nights - $10,810
New
House
5 Bedrooms
3 Bathrooms
8 Guests
2228.13 ft²
-
Parking
-
Pool
-
View -
Air Conditioner
US $1,069
/Night
7 Nights - $7,484
Cabin
10.0
(
56 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
2100 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $1,054
/Night
7 Nights - $7,378
House
10.0
(
8 Reviews
)
4 Bedrooms
3 Bathrooms
12 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $1,048
/Night
7 Nights - $7,336
House
10.0
(
20 Reviews
)
4 Bedrooms
4 Bathrooms
10 Guests
3029 ft²
-
Hot Tub
-
Parking
-
Ocean View
-
Balcony/Terrace
US $1,028
/Night
7 Nights - $7,196
New
House
5 Bedrooms
3 Bathrooms
8 Guests
2224 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $1,025
/Night
7 Nights - $7,175
See More Winchester Luxury Vacation Rentals
Find More Winchester Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Winchester
Over 78+
Top-Rated Vacation Rentals with a Pool in or Near Winchester
House
10.0
(
36 Reviews
)
4 Bedrooms
3 Bathrooms
14 Guests
2500 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $525
/Night
7 Nights - $3,673
House
10.0
(
22 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
US $502
/Night
7 Nights - $3,515
Apartment
10.0
(
19 Reviews
)
4 Bedrooms
2 Bathrooms
13 Guests
-
Hot Tub
-
Parking
-
Pool
-
Kitchen
US $339
/Night
7 Nights - $2,371
House
10.0
(
14 Reviews
)
4 Bedrooms
3 Bathrooms
12 Guests
26910 ft²
-
Private Pool -
Parking
-
Pool
-
Kitchen
US $470
/Night
7 Nights - $3,290
House
10.0
(
12 Reviews
)
5 Bedrooms
4 Bathrooms
12 Guests
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
US $662
/Night
7 Nights - $4,632
House
10.0
(
12 Reviews
)
3 Bedrooms
1 Bathroom
8 Guests
1200 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $255
/Night
7 Nights - $1,785
House
10.0
(
11 Reviews
)
4 Bedrooms
3 Bathrooms
14 Guests
19375 ft²
-
Parking
-
Pool
-
Kitchen
-
Air Conditioner
US $316
/Night
7 Nights - $2,212
House
10.0
(
8 Reviews
)
4 Bedrooms
3 Bathrooms
10 Guests
2637 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $453
/Night
7 Nights - $3,174
Pet-Friendly Vacation Rentals in Winchester
Over 65+
Pet-Friendly Vacation Rentals in or Near Winchester
House
10.0
(
38 Reviews
)
3 Bedrooms
3 Bathrooms
12 Guests
3202 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $828
/Night
7 Nights - $5,796
Apartment
9.6
(
10 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
398.26 ft²
-
Parking
-
Air Conditioner
-
Internet
-
Pet Friendly
US $121
/Night
7 Nights - $849
House
10.0
(
25 Reviews
)
3 Bedrooms
3 Bathrooms
12 Guests
3200 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $706
/Night
7 Nights - $4,942
House
10.0
(
13 Reviews
)
3 Bedrooms
6 Bathrooms
12 Guests
4000 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $470
/Night
7 Nights - $3,288
House
10.0
(
3 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1600 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $309
/Night
7 Nights - $2,163
House
10.0
(
2 Reviews
)
4 Bedrooms
4 Bathrooms
10 Guests
3400 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $459
/Night
7 Nights - $3,210
New
House
10.0
(
1 Review
)
2 Bedrooms
2 Bathrooms
5 Guests
1700 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $293
/Night
7 Nights - $2,053
House
9.8
(
61 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
2050 ft²
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
US $372
/Night
7 Nights - $2,601
See More Pet-Friendly Vacation Rentals in Winchester on PetFriendly.io
Large Vacation Homes & Villas in Winchester
Over 137+
Large Vacation Homes & Villas in or Near Winchester
House
10.0
(
54 Reviews
)
4 Bedrooms
2 Bathrooms
14 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $407
/Night
7 Nights - $2,846
Villa
10.0
(
4 Reviews
)
4 Bedrooms
3 Bathrooms
10 Guests
2798.62 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $340
/Night
7 Nights - $2,378
House
10.0
(
39 Reviews
)
4 Bedrooms
3 Bathrooms
12 Guests
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $336
/Night
7 Nights - $2,350
House
10.0
(
35 Reviews
)
4 Bedrooms
3 Bathrooms
12 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $389
/Night
7 Nights - $2,726
House
10.0
(
33 Reviews
)
5 Bedrooms
3 Bathrooms
19 Guests
3100 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $797
/Night
7 Nights - $5,576
House
10.0
(
31 Reviews
)
5 Bedrooms
5 Bathrooms
16 Guests
3375 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $850
/Night
7 Nights - $5,947
House
10.0
(
28 Reviews
)
5 Bedrooms
5 Bathrooms
16 Guests
3375 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $924
/Night
7 Nights - $6,470
House
10.0
(
27 Reviews
)
5 Bedrooms
3 Bathrooms
13 Guests
2800 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $545
/Night
7 Nights - $3,815
See More Family Vacation Rentals in Winchester on FVR
Wheelchair Accessible Vacation Homes in Winchester
Over 3+
Wheelchair Accessible Vacation Homes in or Near Winchester
House
10.0
(
44 Reviews
)
7 Bedrooms
6 Bathrooms
14 Guests
7901 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $1,274
/Night
7 Nights - $8,920
Hotel
7.8
(
132 Reviews
)
270.64 ft²
-
Hot Tub
-
EV Charge Station -
Parking
-
Pool
US $135
/Night
7 Nights - $946
House
5.0
(
12 Reviews
)
5 Bedrooms
4 Bathrooms
14 Guests
3400 ft²
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $652
/Night
7 Nights - $4,564
Winchester Vacation Rentals and Airbnb Places to Stay Under $200
Over 40+
Winchester Vacation Rentals and Airbnb Places to Stay Under $200
Cottage
10.0
(
15 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $177
/Night
7 Nights - $1,239
House
6.8
(
11 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
2002.09 ft²
-
Parking
-
Air Conditioner
-
Internet
-
Pet Friendly
US $180
/Night
7 Nights - $1,258
US $113
/Night
7 Nights - $793
House
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
2 Guests
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $148
/Night
7 Nights - $1,038
Apartment
9.8
(
13 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
1300 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $195
/Night
7 Nights - $1,368
Cabin
9.6
(
24 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $189
/Night
7 Nights - $1,320
New
House
7.0
(
6 Reviews
)
2 Bedrooms
1 Bathroom
8 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $162
/Night
7 Nights - $1,132
House
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
5 Guests
-
Child Friendly
US $195
/Night
7 Nights - $1,365
See More Winchester Vacation Rental Deals
Instantly Bookable Vacation Homes in Winchester
Over 134+
Instantly Bookable Vacation Homes in or Near Winchester
House
10.0
(
49 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
2080 ft²
-
Parking
-
Balcony/Terrace
-
View
-
Kitchen
US $619
/Night
7 Nights - $4,331
House
10.0
(
8 Reviews
)
1 Bedroom
1 Bathroom
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $789
/Night
7 Nights - $5,525
House
10.0
(
22 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $296
/Night
7 Nights - $2,072
Apartment
10.0
(
15 Reviews
)
4 Bedrooms
3 Bathrooms
11 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $326
/Night
7 Nights - $2,281
House
10.0
(
12 Reviews
)
6 Bedrooms
3 Bathrooms
18 Guests
5000 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $877
/Night
7 Nights - $6,136
House
10.0
(
12 Reviews
)
5 Bedrooms
4 Bathrooms
13 Guests
32292 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $775
/Night
7 Nights - $5,425
House
10.0
(
11 Reviews
)
6 Bedrooms
4 Bathrooms
14 Guests
48341 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $568
/Night
7 Nights - $3,979
House
10.0
(
11 Reviews
)
4 Bedrooms
3 Bathrooms
16 Guests
32292 ft²
-
Hot Tub
-
Parking
-
Kitchen
-
Air Conditioner
US $497
/Night
7 Nights - $3,477
About Winchester Vacation Rentals
With more than 290 Winchester vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Dunmorebahamas 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 Winchester.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Dunmorebahamas Winchester, 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 Winchester. Places to stay near Winchester are 4286.97 ft² on average, with prices averaging US $457 a night.
Dunmorebahamas makes it easy and safe to find and compare vacation rentals in Winchester 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 Winchester
| Type | Count |
|---|---|
| Vacation Homes | 238 |
| Cabin Rentals | 26 |
| Holiday Apartments | 14 |
| Cottages | 6 |
| Hotels | 3 |
| Villas | 2 |
| Others | 1 |
Use these Quick Filters to Find a Vacation Rental in Winchester
★ Pro Tip: Dunmorebahamas makes it easy to compare the best listings on Dunmorebahamas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Dunmorebahamas 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 Winchester.
Weather in Winchester
View the weather forecast for Winchester before booking your Winchester 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 Winchester, TN
Dunmorebahamas offers a large selection of top attractions around Winchester. Research things to do on your vacation before you visit Winchester.
Tims Ford State Park
Tims Ford Lake
Tim's Ford Marina
Hammers
Expressions
Jack Daniel's Distillery
Great Stage Park
Bonnaroo Music & Arts Festival
University of the South
Guntersville Lake
Monteagle Sunday School Assembly
Foster Falls
South Cumberland State Park
Calsonic Arena
Lynchburg Hardware and General Store
Shelbyville Recreation Center
George Dickel Distillery
Tennessee Walking Horse National Museum
Elk River Dam
Sewanee Golf and Tennis Club
Other Places to Stay Near Winchester, TN
Winchester Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Winchester?
There are a lot of options in Winchester. If you plan on staying in the Winchester area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Winchester:
- Hickory Hideaway on Tim`s Ford Lake, Boat rental available
- Beautiful Lake Townhouse at Twin Creeks Resort
- Amazing Tims Ford Lake Home - Built 2021 - Private covered dock - Hot Tub
- Easy Peasy -lakefront home Tim’s Ford Lake -golf cart seats 6, in Twin Creeks
- Waterfront Oasis On Tims Ford Lake: Pool/Kayak!
- Tims Ford Bliss Lakefront Retreat Dock Beach Firepit Paddle Amazing View Sunset
- Million Dollar Views + Luxury + Infinity Deck
- New Home, Dock, Home Theatre, Hot Tub, Fire Pit, Kayaks
- Lake Retreat Nestled on Secluded Cove with Dock
- Sunset Cove- Lake Home, Dock, Fire Pit, Hot Tub, Game Room, Etc
How many vacation rentals have private pools in Winchester?
There are 5 vacation rentals with private pools near Winchester. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Winchester are best for families?
If you are looking for a family-friendly vacation home in Winchester, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Winchester:
How many vacation rentals are available in Winchester?
Currently, the total number of properties listed in 2026 is over 290 in the Winchester area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Winchester.
