Ramsey pickleball Stays, Resort Rentals, & Homes
House
- Illinois
- ·
- Lakewood Shelby County
- 13.75 mi to center
10.0Exceptional
(32 Reviews)
3 Bedrooms
2 Baths
12 Guests
Kitchen
Air Conditioner
Internet
Child Friendly
US $488/Night
7 Nights - US $3,414
House
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
2 Guests
785.77 ft²
Parking- Internet
Security/Safety
Guest Services
US $176/Night
7 Nights - US $1,234
Bed & Breakfast
- Springfield
- ·
- Taylorville
- 0.13 mi to center
9.0Exceptional
(191 Reviews)
1 Bedroom
1 Bath
Breakfast- Parking
Balcony/Terrace- Kitchen
US $258/Night
7 Nights - US $1,804
Cottage
10.0Exceptional
(26 Reviews)
3 Bedrooms
1 Bath
10 Guests
- Parking
Ocean View- Balcony/Terrace
View
US $296/Night
7 Nights - US $2,070
Apartment
10.0Exceptional
(3 Reviews)
3 Bedrooms
2 Baths
8 Guests
661.98 ft²
Private Beach
Oceanfront- Parking
- Ocean View
US $127/Night
7 Nights - US $889
House
10.0Exceptional
(21 Reviews)
3 Bedrooms
2 Baths
6 Guests
Hot Tub- Parking
Spa- Ocean View
US $436/Night
7 Nights - US $3,052
House
- Litchfield
- ·
- Raymond
- 1.24 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $197/Night
7 Nights - US $1,380
House
- Illinois
- ·
- Lakewood Shelby County
- 13.52 mi to center
3 Bedrooms
3 Baths
14 Guests
- Air Conditioner
- Internet
Pet Friendly- Child Friendly
US $470/Night
7 Nights - US $3,287
House
10.0Exceptional
(138 Reviews)
1 Bedroom
1 Bath
2 Guests
900 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $115/Night
7 Nights - US $805
Luxury Places to Stay in Ramsey
Over 195+ Luxury Places to Stay in or Near Ramsey
House
- Illinois
- ·
- Hagarstown
- 5.04 mi to center
10.0Exceptional
(13 Reviews)
7 Bedrooms
7 Baths
17 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,731/Night
7 Nights - US $12,118
House
- Carlyle Lake
- ·
- Greenville
- 5.12 mi to center
10.0Exceptional
(21 Reviews)
6 Bedrooms
4 Baths
20 Guests
5000 ft²
- Oceanfront
- Hot Tub
- Parking
- Ocean View
US $1,110/Night
7 Nights - US $7,767
House
- Carlyle Lake
- ·
- Greenville
- 5.58 mi to center
4 Bedrooms
3 Baths
30 Guests
4600 ft²
- Parking
Pool- Balcony/Terrace
- Kitchen
US $823/Night
7 Nights - US $5,764
Apartment
10.0Exceptional
(1 Review)
6 Bedrooms
6 Baths
20 Guests
3000 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $710/Night
7 Nights - US $4,968
New
House
5 Bedrooms
4 Baths
10 Guests
- Hot Tub
- Air Conditioner
- Internet
- Pet Friendly
US $563/Night
7 Nights - US $3,943
House
- Effingham
- ·
- Shelbyville
- 0.85 mi to center
10.0Exceptional
(11 Reviews)
5 Bedrooms
4 Baths
14 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $534/Night
7 Nights - US $3,737
House
- Effingham
- ·
- Shelbyville
- 0.31 mi to center
9.8Exceptional
(12 Reviews)
4 Bedrooms
3 Baths
12 Guests
2000 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $502/Night
7 Nights - US $3,514
House
10.0Exceptional
(6 Reviews)
3 Bedrooms
3 Baths
6 Guests
- Parking
- Spa
- Ocean View
- Balcony/Terrace
US $498/Night
7 Nights - US $3,487
House
- Effingham
- ·
- Shelbyville
- 0.16 mi to center
9.4Exceptional
(34 Reviews)
3 Bedrooms
3 Baths
10 Guests
2500 ft²
Private Pool- Oceanfront
- Hot Tub
- Parking
US $497/Night
7 Nights - US $3,476
Top-Rated Villas with a Pool in Ramsey
Over 48+ Top-Rated Private Villas with a Pool in or Near Ramsey
House
- Illinois
- ·
- Litchfield
- 0.72 mi to center
10.0Exceptional
(3 Reviews)
3 Bedrooms
2 Baths
6 Guests
1330 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $262/Night
7 Nights - US $1,837
Hotel
9.6Exceptional
(770 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $136/Night
7 Nights - US $949
Hotel
- Illinois
- ·
- Litchfield
- 1.14 mi to center
9.6Exceptional
(663 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $134/Night
7 Nights - US $939
Hotel
9.6Exceptional
(49 Reviews)
1 Bath
- Private Pool
- Pool
- Child Friendly
Wheelchair Accessible
US $195/Night
7 Nights - US $1,367
House
9.4Exceptional
(3 Reviews)
3 Bedrooms
3 Baths
6 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $436/Night
7 Nights - US $3,052
Hotel
9.2Exceptional
(1003 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $159/Night
7 Nights - US $1,113
Hotel
9.2Exceptional
(713 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $122/Night
7 Nights - US $854
Hotel
9.0Exceptional
(1007 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $99/Night
7 Nights - US $693
Hotel
- Illinois
- ·
- Litchfield
- 1.21 mi to center
9.0Exceptional
(685 Reviews)
1 Bath
- Hot Tub
- Breakfast
- Parking
- Pool
US $125/Night
7 Nights - US $877
Pet-Friendly Villas in Ramsey
Over 74+ Pet-Friendly Private Villas in or Near Ramsey
Apartment
10.0Exceptional
(33 Reviews)
1 Bedroom
1 Bath
4 Guests
500 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $201/Night
7 Nights - US $1,404
House
- Effingham
- ·
- Shelbyville
- 3.23 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
12 Guests
150.69 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Air Conditioner
US $423/Night
7 Nights - US $2,961
Hotel
- Illinois
- ·
- Litchfield
- 0.84 mi to center
7.0Very Good
(183 Reviews)
1 Bath
- Parking
- Air Conditioner
- Internet
- Pet Friendly
US $71/Night
7 Nights - US $500
Apartment
10.0Exceptional
(13 Reviews)
1 Bedroom
1 Bath
4 Guests
1000 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $204/Night
7 Nights - US $1,431
House
- Illinois
- ·
- Brownstown
- 5.54 mi to center
3 Bedrooms
2 Baths
8 Guests
1453.13 ft²
- Parking
- Internet
- Pet Friendly
Sports/Activities
US $287/Night
7 Nights - US $2,009
Apartment
9.8Exceptional
(6 Reviews)
2 Bedrooms
2 Baths
4 Guests
1000 ft²
- Parking
- Ocean View
- View
- Kitchen
US $219/Night
7 Nights - US $1,532
House
- Effingham
- ·
- Shelbyville
- 0.10 mi to center
9.2Exceptional
(7 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $237/Night
7 Nights - US $1,657
Apartment
- Effingham
- ·
- Shelbyville
- 0.43 mi to center
8.4Excellent
(6 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $140/Night
7 Nights - US $979
Cabin
- Illinois
- ·
- Lakewood Shelby County
- 13.55 mi to center
1 Bedroom
1 Bath
4 Guests
- Balcony/Terrace
- Pet Friendly
- Child Friendly
Barbecue/Outdoor Cooking
US $181/Night
7 Nights - US $1,269
Large Private Villas in Ramsey
Over 13+ Large Villas in or Near Ramsey for Groups and Families
House
10.0Exceptional
(146 Reviews)
3 Bedrooms
3 Baths
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $387/Night
7 Nights - US $2,708
House
- Effingham
- ·
- Shelbyville
- 0.52 mi to center
6.5Good
(4 Reviews)
6 Bedrooms
4 Baths
15 Guests
1047.69 ft²
- Parking
- Air Conditioner
- Internet
Accessibility
US $108/Night
7 Nights - US $757
House
10.0Exceptional
(12 Reviews)
6 Bedrooms
2 Baths
11 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $182/Night
7 Nights - US $1,276
House
- Effingham
- ·
- Shelbyville
- 0.16 mi to center
3 Bedrooms
3 Baths
10 Guests
2497.23 ft²
- Hot Tub
- Parking
- Pool
- View
US $426/Night
7 Nights - US $2,981
House
9.8Exceptional
(25 Reviews)
4 Bedrooms
2 Baths
12 Guests
2400 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $333/Night
7 Nights - US $2,333
House
9.8Exceptional
(19 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $453/Night
7 Nights - US $3,171
Cabin
- Effingham
- ·
- Shelbyville
- 3.06 mi to center
9.8Exceptional
(11 Reviews)
3 Bedrooms
2 Baths
11 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $480/Night
7 Nights - US $3,357
Cottage
9.4Exceptional
(84 Reviews)
5 Bedrooms
2 Baths
10 Guests
- Oceanfront
- Hot Tub
- Parking
- Ocean View
US $414/Night
7 Nights - US $2,896
House
10.0Exceptional
(29 Reviews)
4 Bedrooms
3 Baths
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $424/Night
7 Nights - US $2,967
Wheelchair Accessible Holiday Homes in Ramsey
Over 34+ Wheelchair Accessible Villas and Holiday Homes in or Near Ramsey
Bed & Breakfast
- Springfield
- ·
- Taylorville
- 0.16 mi to center
9.5Exceptional
(2 Reviews)
4 Bedrooms
4 Baths
9 Guests
271.79 ft²
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $230/Night
7 Nights - US $1,611
Hotel
9.6Exceptional
(906 Reviews)
1 Bath
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $116/Night
7 Nights - US $815
Hotel
9.3Exceptional
(89 Reviews)
1 Bath
430.55 ft²
- Parking
- View
- Air Conditioner
- Internet
US $110/Night
7 Nights - US $770
Hotel
9.0Exceptional
(510 Reviews)
1 Bath
- Breakfast
- Parking
- Kitchen
- Air Conditioner
US $131/Night
7 Nights - US $918
Hotel
9.0Exceptional
(129 Reviews)
2 Baths
6115.85 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Breakfast
US $129/Night
7 Nights - US $902
Hotel
- Carlyle Lake
- ·
- Vandalia
- 1.99 mi to center
8.8Fabulous
(857 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Kitchen
US $111/Night
7 Nights - US $778
Hotel
8.9Fabulous
(167 Reviews)
1 Bath
479 ft²
- Private Pool
- Hot Tub
- Breakfast
- Parking
US $143/Night
7 Nights - US $999
Hotel
8.8Fabulous
(1179 Reviews)
10 Baths
461.87 ft²
- Private Pool
- Oceanfront
- Breakfast
- Parking
US $122/Night
7 Nights - US $851
Hotel
- Illinois
- ·
- Litchfield
- 1.13 mi to center
8.8Fabulous
(155 Reviews)
8 Baths
301.39 ft²
- Private Pool
- Oceanfront
- Breakfast
- Parking
US $121/Night
7 Nights - US $847
Ramsey Villas, Airbnb and Holiday Homes Under $200
Over 104+ Ramsey Private Villas, Airbnb and Holiday Homes Under $200
House
10.0Exceptional
(46 Reviews)
2 Bedrooms
1 Bath
4 Guests
980 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $151/Night
7 Nights - US $1,057
House
- Illinois
- ·
- Litchfield
- 0.69 mi to center
1 Bedroom
1 Bath
2 Guests
753.47 ft²
- Parking
- Internet
- Security/Safety
- Guest Services
US $139/Night
7 Nights - US $971
Hotel
9.6Exceptional
(55 Reviews)
1 Bath
- Breakfast
- Parking
- Kitchen
- Internet
US $155/Night
7 Nights - US $1,086
Apartment
- Springfield
- ·
- Taylorville
- 0.88 mi to center
9.8Exceptional
(19 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $166/Night
7 Nights - US $1,161
Hotel
- Illinois
- ·
- Litchfield
- 1.19 mi to center
8.6Fabulous
(111 Reviews)
1 Bath
271.25 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $110/Night
7 Nights - US $771
Apartment
- Effingham
- ·
- Shelbyville
- 0.63 mi to center
8.6Fabulous
(16 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $154/Night
7 Nights - US $1,076
RV Rental
1 Bedroom
1 Bath
4 Guests
- Pet Friendly
- Child Friendly
Designated Smoking Area
US $48/Night
7 Nights - US $335
Apartment
- Effingham
- ·
- Shelbyville
- 0.38 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
1 Bath
6 Guests
1500 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $161/Night
7 Nights - US $1,128
Apartment
- Effingham
- ·
- Shelbyville
- 0.52 mi to center
9.4Exceptional
(48 Reviews)
3 Bedrooms
1 Bath
6 Guests
1400 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $170/Night
7 Nights - US $1,187
Instantly Bookable Villa Rentals in Ramsey
Over 70+ Instantly Bookable Private Villas in or Near Ramsey
House
10.0Exceptional
(41 Reviews)
3 Bedrooms
2 Baths
6 Guests
1300 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $211/Night
7 Nights - US $1,476
Apartment
- Effingham
- ·
- Shelbyville
- 0.63 mi to center
8.0Excellent
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $129/Night
7 Nights - US $903
House
10.0Exceptional
(36 Reviews)
4 Bedrooms
2 Baths
8 Guests
16146 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $317/Night
7 Nights - US $2,222
Apartment
10.0Exceptional
(25 Reviews)
3 Bedrooms
2 Baths
8 Guests
1500 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $359/Night
7 Nights - US $2,511
New
House
10.0Exceptional
(1 Review)
4 Bedrooms
4 Baths
8 Guests
2580 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $397/Night
7 Nights - US $2,778
Cottage
- Effingham
- ·
- Shelbyville
- 4.68 mi to center
9.8Exceptional
(33 Reviews)
4 Bedrooms
2 Baths
8 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $377/Night
7 Nights - US $2,638
Cabin
8.8Fabulous
(43 Reviews)
4 Bedrooms
2 Baths
8 Guests
1300 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $448/Night
7 Nights - US $3,138
New
House
- Effingham
- ·
- Shelbyville
- 4.06 mi to center
3 Bedrooms
3 Baths
8 Guests
2400 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $323/Night
7 Nights - US $2,263
RV Rental
3 Bedrooms
3 Baths
4 Guests
- Pet Friendly
- Child Friendly
- Designated Smoking Area
US $48/Night
7 Nights - US $335
Book a Last Minute Place to Stay in Ramsey
About Ramsey Vacation Rentals
Discover over 204 amazing vacation rental options in Ramsey 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 Ramsey.
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 601.68 ft², with prices averaging US $213 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 Ramsey.
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Top Pickleball-Ready Accommodation Types in Ramsey
| Type | Count |
|---|---|
| Vacation Homes | 73 |
| Holiday Apartments | 32 |
| Cottages | 6 |
Use these Quick Filters to Find a Vacation Rental in Ramsey
★ 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 Ramsey with PickleTrip™.
Weather in Ramsey, IL
View the weather forecast for Ramsey before booking your Ramsey 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 Ramsey, IL
PickleTrip offers a large selection of top attractions around Ramsey . Research things to do on your vacation before you visit Ramsey.
Frequently Asked Questions About Ramsey?
What are the top vacation rentals, resorts, and hotels in Ramsey 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 Ramsey. 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 Ramsey!
- Ultimate Country Home with a 4800 sq.ft shed- pickle ball, corn hole, and more!
- Cozy Lake Sara Year-Round Cottage- Amazing beach and lake-side restaurants.
- Lake Sara cottage: 3BR/2BA, hot tub, swim dock, firepit, kayaks, & lake views!
- The Relaxing House - Quiet 2 Bedroom Home
- Ultimate Country Home Near Lake Shelbyville!
- Family Home on Lake Sara
- LAKE SHELBYVILLE COTTAGE MINUTES FROM BOATING, HUNTING, AND FISHING, Sleeps 2
- LAKE SHELBYVILLE PRIVATE FISHING GET-AWAY sleeps 4
- LAKE SHELBYVILLE PRIVATE FISHING GET-AWAY
- Paradise on Bluebird
How many pickleball-ready properties have private pools in Ramsey?
Discover 11 accommodations with private or nearby pickleball courts in Ramsey. Some of the best destinations to stay and play pickleball are:
- Family Home w/Deck on Lake Sara: Pets are Welcome
- Quality Inn Effingham North
- Best Western Delta Inn
- Comfort Suites Effingham Central
Which vacation rentals, resorts, or hotels in Ramsey is best for families looking for a pickleball-getaway?
Looking for a fun and active getaway with pickleball courts in Ramsey? 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.
How many PickleTrip vacation rentals or resorts are available in Ramsey?
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 204 properties listed in Ramsey 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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