Ashley pickleball Stays, Resort Rentals, & Homes
New
House
8 Bedrooms
3 Baths
20 Guests
5000 ft²
Parking
Kitchen
Air Conditioner
Internet
US $749/Night
7 Nights - US $5,241
House
7.8Very Good
(7 Reviews)
3 Bedrooms
2 Baths
8 Guests
1550 ft²
Oceanfront
Hot Tub- Parking
Ocean View
US $284/Night
7 Nights - US $1,985
Cabin
9.2Exceptional
(9 Reviews)
1 Bedroom
1 Bath
- Hot Tub
- Parking
Spa
Balcony/Terrace
US $334/Night
7 Nights - US $2,336
House
- Fort Wayne
- ·
- Auburn
- 2.27 mi to center
10.0Exceptional
(16 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $275/Night
7 Nights - US $1,925
House
4 Bedrooms
3 Baths
15 Guests
5403.48 ft²
- Hot Tub
- Parking
- Internet
Wellness Facilities
US $858/Night
7 Nights - US $6,004
New
Apartment
- Fort Wayne
- ·
- Auburn
- 1.74 mi to center
1 Bedroom
1 Bath
3 Guests
550 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $180/Night
7 Nights - US $1,260
Cottage
10.0Exceptional
(13 Reviews)
2 Bedrooms
1 Bath
6 Guests
1092 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $270/Night
7 Nights - US $1,893
Apartment
10.0Exceptional
(12 Reviews)
1 Bedroom
1 Bath
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $228/Night
7 Nights - US $1,595
House
10.0Exceptional
(10 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $508/Night
7 Nights - US $3,559
Luxury Places to Stay in Ashley
Over 139+ Luxury Places to Stay in or Near Ashley
Cabin
10.0Exceptional
(1 Review)
8 Bedrooms
4 Baths
24 Guests
- Air Conditioner
Laundry
Bedding/Linens- Wellness Facilities
US $1,268/Night
7 Nights - US $8,873
House
10.0Exceptional
(13 Reviews)
4 Bedrooms
4 Baths
11 Guests
3628 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,120/Night
7 Nights - US $7,843
New
House
9.4Exceptional
(21 Reviews)
7 Bedrooms
5 Baths
30 Guests
- Oceanfront
- Hot Tub
- Parking
- Ocean View
US $1,086/Night
7 Nights - US $7,605
House
10.0Exceptional
(23 Reviews)
7 Bedrooms
4 Baths
21 Guests
5200 ft²
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
US $1,036/Night
7 Nights - US $7,254
House
10.0Exceptional
(82 Reviews)
5 Bedrooms
4 Baths
14 Guests
2800 ft²
- Parking
- Ocean View
- Balcony/Terrace
View
US $976/Night
7 Nights - US $6,829
House
9.4Exceptional
(6 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Parking
- Air Conditioner
- Internet
Child Friendly
US $861/Night
7 Nights - US $6,028
House
- Fort Wayne
- ·
- Auburn
- 1.55 mi to center
10.0Exceptional
(20 Reviews)
9 Bedrooms
3 Baths
20 Guests
5000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $837/Night
7 Nights - US $5,856
House
8.8Fabulous
(3 Reviews)
4 Bedrooms
3 Baths
12 Guests
1950 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $815/Night
7 Nights - US $5,706
House
3 Bedrooms
2 Baths
8 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $768/Night
7 Nights - US $5,374
Top-Rated Villas with a Pool in Ashley
Over 14+ Top-Rated Private Villas with a Pool in or Near Ashley
Hotel
- Fort Wayne
- ·
- Auburn
- 2.74 mi to center
9.0Exceptional
(526 Reviews)
1 Bath
Breakfast- Parking
Pool- Kitchen
US $111/Night
7 Nights - US $774
Hotel
- Fort Wayne
- ·
- Kendallville
- 1.27 mi to center
9.0Exceptional
(122 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Kitchen
US $98/Night
7 Nights - US $685
Hotel
- Fort Wayne
- ·
- Auburn
- 2.71 mi to center
9.0Exceptional
(90 Reviews)
1 Bath
Private Pool- Parking
- Pool
- Air Conditioner
US $153/Night
7 Nights - US $1,070
Hotel
- Fort Wayne
- ·
- Auburn
- 3.02 mi to center
8.6Fabulous
(281 Reviews)
1 Bath
- Parking
- Pool
- Kitchen
- Air Conditioner
US $137/Night
7 Nights - US $960
Hotel
- Fort Wayne
- ·
- Auburn
- 2.43 mi to center
8.4Excellent
(458 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Kitchen
US $118/Night
7 Nights - US $824
Hotel
- Fort Wayne
- ·
- Kendallville
- 0.65 mi to center
8.2Excellent
(465 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Kitchen
US $104/Night
7 Nights - US $726
Hotel
- Fort Wayne
- ·
- Kendallville
- 0.66 mi to center
8.1Excellent
(87 Reviews)
1 Bath
247.57 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $93/Night
7 Nights - US $651
Hotel
- Fort Wayne
- ·
- Auburn
- 2.41 mi to center
8.0Excellent
(133 Reviews)
1 Bath
258.33 ft²
- Private Pool
- Oceanfront
- Breakfast
EV Charge Station
US $89/Night
7 Nights - US $620
Hotel
- Fort Wayne
- ·
- Auburn
- 0.35 mi to center
7.9Very Good
(72 Reviews)
12 Baths
301.39 ft²
- Private Pool
- Oceanfront
- Breakfast
- Parking
US $131/Night
7 Nights - US $915
Pet-Friendly Villas in Ashley
Over 32+ Pet-Friendly Private Villas in or Near Ashley
Cabin
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
6 Guests
- Air Conditioner
- Internet
Pet Friendly- Laundry
US $357/Night
7 Nights - US $2,501
House
3 Bedrooms
2 Baths
8 Guests
1194.79 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $123/Night
7 Nights - US $858
Hotel
- Fort Wayne
- ·
- Auburn
- 2.63 mi to center
8.4Excellent
(584 Reviews)
1 Bath
- Parking
- Kitchen
- Air Conditioner
- Internet
US $84/Night
7 Nights - US $588
Cabin
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
6 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Laundry
US $314/Night
7 Nights - US $2,196
Hotel
- Fort Wayne
- ·
- Waterloo
- 1.97 mi to center
9.8Exceptional
(4 Reviews)
1 Bath
398.26 ft²
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $168/Night
7 Nights - US $1,176
Cottage
9.2Exceptional
(48 Reviews)
2 Bedrooms
1 Bath
6 Guests
900 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $287/Night
7 Nights - US $2,012
Cabin
2 Bedrooms
1 Bath
6 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Laundry
US $322/Night
7 Nights - US $2,251
House
10.0Exceptional
(11 Reviews)
3 Bedrooms
2 Baths
12 Guests
2100 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $580/Night
7 Nights - US $4,061
House
9.6Exceptional
(10 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $245/Night
7 Nights - US $1,714
Large Private Villas in Ashley
Over 33+ Large Villas in or Near Ashley for Groups and Families
House
10.0Exceptional
(67 Reviews)
5 Bedrooms
3 Baths
14 Guests
3900 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $594/Night
7 Nights - US $4,160
Apartment
3 Bedrooms
1 Bath
10 Guests
1097.92 ft²
- Parking
- Ocean View
- View
- Internet
US $292/Night
7 Nights - US $2,044
House
10.0Exceptional
(21 Reviews)
5 Bedrooms
3 Baths
12 Guests
2600 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $538/Night
7 Nights - US $3,769
House
10.0Exceptional
(12 Reviews)
6 Bedrooms
4 Baths
16 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $706/Night
7 Nights - US $4,943
House
10.0Exceptional
(9 Reviews)
4 Bedrooms
2 Baths
10 Guests
1508 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $314/Night
7 Nights - US $2,200
Cottage
10.0Exceptional
(1 Review)
4 Bedrooms
2 Baths
12 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $543/Night
7 Nights - US $3,798
House
9.8Exceptional
(52 Reviews)
4 Bedrooms
2 Baths
12 Guests
1400 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $725/Night
7 Nights - US $5,075
House
9.8Exceptional
(8 Reviews)
4 Bedrooms
3 Baths
15 Guests
5408 ft²
- Hot Tub
- Parking
- Spa
- Balcony/Terrace
US $749/Night
7 Nights - US $5,245
House
9.8Exceptional
(8 Reviews)
4 Bedrooms
3 Baths
12 Guests
2400 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $136/Night
7 Nights - US $952
Wheelchair Accessible Holiday Homes in Ashley
Over 12+ Wheelchair Accessible Villas and Holiday Homes in or Near Ashley
House
10.0Exceptional
(1 Review)
5 Bedrooms
3 Baths
12 Guests
5000 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $1,139/Night
7 Nights - US $7,972
House
2 Bedrooms
1 Bath
6 Guests
764.24 ft²
- Parking
- Internet
- Child Friendly
Wheelchair Accessible
US $206/Night
7 Nights - US $1,442
Hotel
9.6Exceptional
(940 Reviews)
1 Bath
- Breakfast
- Parking
- Kitchen
- Air Conditioner
US $158/Night
7 Nights - US $1,106
House
4.8Average
(6 Reviews)
5 Bedrooms
5 Baths
14 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $729/Night
7 Nights - US $5,103
Hotel
9.2Exceptional
(578 Reviews)
7 Baths
333.68 ft²
- Breakfast
- EV Charge Station
- Parking
- Air Conditioner
US $137/Night
7 Nights - US $958
Hotel
- Fort Wayne
- ·
- Auburn
- 3.19 mi to center
9.2Exceptional
(723 Reviews)
1 Bath
- Breakfast
- Parking
- Kitchen
- Air Conditioner
US $106/Night
7 Nights - US $739
Hotel
- Fort Wayne
- ·
- Auburn
- 3.21 mi to center
8.6Fabulous
(172 Reviews)
1 Bath
301.39 ft²
- Parking
- Air Conditioner
- Internet
- Pet Friendly
US $95/Night
7 Nights - US $663
Hotel
- Fort Wayne
- ·
- Auburn
- 2.62 mi to center
8.4Excellent
(219 Reviews)
1 Bath
226.04 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $87/Night
7 Nights - US $609
Hotel
- Fort Wayne
- ·
- Auburn
- 2.63 mi to center
7.8Very Good
(134 Reviews)
6 Baths
304.98 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $72/Night
7 Nights - US $504
Ashley Villas, Airbnb and Holiday Homes Under $200
Over 27+ Ashley Private Villas, Airbnb and Holiday Homes Under $200
Cottage
5.0Average
(4 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $88/Night
7 Nights - US $617
Hotel
- Fort Wayne
- ·
- Auburn
- 2.52 mi to center
5.9Average
(162 Reviews)
8 Baths
301.39 ft²
- Private Pool
- Hot Tub
- Breakfast
- Parking
US $103/Night
7 Nights - US $718
Hotel
- Fort Wayne
- ·
- Kendallville
- 1.45 mi to center
9.2Exceptional
(355 Reviews)
1 Bath
- Parking
- Internet
- Child Friendly
- Wheelchair Accessible
US $124/Night
7 Nights - US $869
Condo
- Angola
- ·
- Lake James
- 0.70 mi to center
2 Bedrooms
2 Baths
9 Guests
1400 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $110/Night
7 Nights - US $769
House
2.0Average
(2 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Laundry
US $105/Night
7 Nights - US $733
House
3 Bedrooms
1 Bath
4 Guests
- Child Friendly
US $159/Night
7 Nights - US $1,115
House
- Fort Wayne
- ·
- Auburn
- 3.69 mi to center
9.8Exceptional
(6 Reviews)
2 Bedrooms
1 Bath
7 Guests
1152 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $124/Night
7 Nights - US $870
House
- Fort Wayne
- ·
- Auburn
- 1.65 mi to center
9.6Exceptional
(11 Reviews)
2 Bedrooms
1 Bath
4 Guests
850 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $190/Night
7 Nights - US $1,329
Apartment
- Fort Wayne
- ·
- Waterloo
- 1.97 mi to center
10.0Exceptional
(9 Reviews)
1 Bedroom
1 Bath
2 Guests
450 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $161/Night
7 Nights - US $1,125
Instantly Bookable Villa Rentals in Ashley
Over 48+ Instantly Bookable Private Villas in or Near Ashley
Cabin
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
5 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $307/Night
7 Nights - US $2,148
House
- Angola
- ·
- Lake James
- 0.63 mi to center
8.8Fabulous
(13 Reviews)
2 Bedrooms
1 Bath
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $231/Night
7 Nights - US $1,620
New
Cabin
2 Bedrooms
1 Bath
6 Guests
- Air Conditioner
- Child Friendly
- Laundry
- Bedding/Linens
US $321/Night
7 Nights - US $2,244
House
10.0Exceptional
(13 Reviews)
3 Bedrooms
1 Bath
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $338/Night
7 Nights - US $2,368
Cottage
10.0Exceptional
(5 Reviews)
3 Bedrooms
2 Baths
9 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $298/Night
7 Nights - US $2,083
House
10.0Exceptional
(4 Reviews)
3 Bedrooms
1 Bath
8 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $320/Night
7 Nights - US $2,242
New
Cabin
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $319/Night
7 Nights - US $2,234
House
9.6Exceptional
(47 Reviews)
3 Bedrooms
2 Baths
16 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $415/Night
7 Nights - US $2,905
House
9.4Exceptional
(19 Reviews)
3 Bedrooms
2 Baths
14 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $444/Night
7 Nights - US $3,105
Book a Last Minute Place to Stay in Ashley
About Ashley Vacation Rentals
Discover over 148 amazing vacation rental options in Ashley with pickleball courts or nearby facilities. From resorts to hotels, villas to condos, PickleTrip connects you with a vast selection of pickleball-ready amenities at great prices, providing you with the perfect spot to base your next pickleball vacation. Stay and Play pickleball When You Travel and uncover great stays in Ashley.
Find exclusive last-minute deals on vacation rentals, resorts, and hotels with private courts and nearby facilities with PickleTrip™, whether you're traveling solo or with a group. Our platform offers a variety of stay options, from vacation rentals to Airbnb-style properties, all with private pickleball courts or nearby facilities. Compare options from multiple suppliers with a single click to find the perfect stay that fits your budget and style. Places to stay near pickleball courts are an average of 878.18 ft², with prices averaging US $487 per night.
With PickleTrip™, you can easily search for and book your next pickleball vacation rental with courts or nearby facilities. Our platform connects you with the ideal holiday rental to create a lifetime of travel memories. Prices listed are often discounted versus rack rates, so you can secure your perfect place to stay today and get ready to play pickleball in Ashley.
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Top Pickleball-Ready Accommodation Types in Ashley
| Type | Count |
|---|---|
| Vacation Homes | 87 |
| Cottages | 19 |
| Holiday Apartments | 5 |
Use these Quick Filters to Find a Vacation Rental in Ashley
★ Pro Tip: PickleTrip™ is a travel platform, connecting avid pickleball players and enthusiasts with a variety of vacation rentals, resorts, and hotels featuring private pickleball courts or nearby facilities. We curate a vast selection of properties from trusted sources, providing you with unbeatable options and pricing to find the perfect pickleball getaway. Experience unforgettable pickleball matches in Ashley with PickleTrip™.
Weather in Ashley, IN
View the weather forecast for Ashley before booking your Ashley 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 Ashley, IN
PickleTrip offers a large selection of top attractions around Ashley . Research things to do on your vacation before you visit Ashley.
Frequently Asked Questions About Ashley?
What are the top vacation rentals, resorts, and hotels in Ashley with Courts?
Experience the ultimate pickleball vacation with PickleTrip™. We offer a variety of premium rental properties, resorts, and hotels with private pickleball courts or nearby facilities in Ashley. Whether you're a beginner or a seasoned player, we have the perfect destination for you to stay and play. Book now and discover the best pickleball vacation spots in Ashley!
- Modern Farmhouse in Charming Neighborhood Walking Distance to Downtown
- Large Entertainment Multigenerational Family Cozy Retreat Sleeps 22
- Memorial Park Loft 1BD + Sofa Bed, 1BA, full kitchen w/coffee bar.
- NEW Lake James, Indiana Waterfront Rental
- Crooked Lake, Angola Indiana Large Waterfront Family Home-Fall Openings
- Fox Lake Road Bungalow (Near Trine University)
- Trine University Gateway Villa
- Casa De La Musica
- Large Family Lakehouse on Crooked Lake, Angola, IN-Beautiful Views Outdoor Oasis
- Cozy, sleeps 20 retreat in Auburn game area and large family entertaining
Which vacation rentals, resorts, or hotels in Ashley is best for families looking for a pickleball-getaway?
Looking for a fun and active getaway with pickleball courts in Ashley? With PickleTrip™, you'll have access to a wide selection of top-rated properties that offer private pickleball courts or nearby facilities. Make the most of you getaway and ace your A-game while you travel.
- Cook’s Cottage: Luxury Lake Stay & Cooking Classes
- SureStay Plus Hotel by Best Western Auburn
- Cottage on beautiful Lake James
How many PickleTrip vacation rentals or resorts are available in Ashley?
PickleTrip™ offers a diverse selection of properties with private pickleball courts or nearby facilities to enhance your pickleball experience on your next trip. With a combination of established great stays and new options in top locations, PickleTrip™ has over 148 properties listed in Ashley in 2026, and the number only continues to grow. By consolidating listings from various providers, PickleTrip™ brings you the best luxury stays for a sporty, professional, and fun travel experience.
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