Ramsey Holiday Rentals
House
10.0Exceptional
(137 Reviews)
1 Bedroom
1 Bath
2 Guests
900 ft²
Parking
Balcony/Terrace
Kitchen
Air Conditioner
US $115/Night
7 Nights - US $805
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
House
10.0Exceptional
(46 Reviews)
2 Bedrooms
1 Bath
4 Guests
980 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $152/Night
7 Nights - US $1,061
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
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
- Springfield
- ·
- Taylorville
- 1.13 mi to center
10.0Exceptional
(20 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $220/Night
7 Nights - US $1,539
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
- Springfield
- ·
- Taylorville
- 1.00 mi to center
10.0Exceptional
(4 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $233/Night
7 Nights - US $1,632
Luxury Holiday Rentals in Ramsey
Over 184+ Luxury Holiday Rentals in or Near Ramsey
House
- Illinois
- ·
- Hagarstown
- 5.04 mi to center
10.0Exceptional
(12 Reviews)
7 Bedrooms
7 Baths
17 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,736/Night
7 Nights - US $12,152
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 $1,134/Night
7 Nights - US $7,938
New
House
- Carlyle Lake
- ·
- Greenville
- 5.58 mi to center
4 Bedrooms
3 Baths
30 Guests
4600 ft²
- Parking
Pool- Balcony/Terrace
- Kitchen
US $944/Night
7 Nights - US $6,610
Cabin
10.0Exceptional
(24 Reviews)
3 Bedrooms
2 Baths
8 Guests
1100 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $745/Night
7 Nights - US $5,215
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
House
- Effingham
- ·
- Shelbyville
- 0.16 mi to center
9.4Exceptional
(33 Reviews)
3 Bedrooms
3 Baths
10 Guests
2500 ft²
Private Pool- Oceanfront
- Hot Tub
- Parking
US $541/Night
7 Nights - US $3,790
House
- Effingham
- ·
- Shelbyville
- 0.85 mi to center
9.8Exceptional
(9 Reviews)
5 Bedrooms
4 Baths
14 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $534/Night
7 Nights - US $3,737
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
9.8Exceptional
(18 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Parking
- Ocean View
- Balcony/Terrace
View
US $497/Night
7 Nights - US $3,476
Top-Rated Holiday Rentals with a Pool in Ramsey
Over 48+ The Best Private Villas and Holiday Rentals in Ramsey with a Pool
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
(761 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $136/Night
7 Nights - US $949
Hotel
9.5Exceptional
(42 Reviews)
1 Bath
- Private Pool
- Pool
Child Friendly
Wheelchair Accessible
US $195/Night
7 Nights - US $1,367
Hotel
9.4Exceptional
(1001 Reviews)
1 Bath
- Hot Tub
- Breakfast
- Parking
- Pool
US $130/Night
7 Nights - US $909
Hotel
- Illinois
- ·
- Litchfield
- 1.14 mi to center
9.4Exceptional
(640 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $129/Night
7 Nights - US $905
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
(1006 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $124/Night
7 Nights - US $868
Hotel
9.2Exceptional
(696 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $132/Night
7 Nights - US $925
Hotel
9.0Exceptional
(1007 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $99/Night
7 Nights - US $693
Pet-Friendly Holiday Rentals in Ramsey
Over 64+ Pet-Friendly Holiday Rentals in or Near Ramsey
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
- 3.23 mi to center
10.0Exceptional
(1 Review)
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
7.2Very Good
(175 Reviews)
1 Bath
- Parking
- Air Conditioner
- Internet
Pet Friendly
US $73/Night
7 Nights - US $508
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
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
- Effingham
- ·
- Shelbyville
- 0.43 mi to center
8.0Excellent
(5 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 $182/Night
7 Nights - US $1,276
New
RV Rental
1 Bedroom
1 Bath
4 Guests
- Pet Friendly
- Child Friendly
Designated Smoking Area
US $48/Night
7 Nights - US $335
House
10.0Exceptional
(144 Reviews)
3 Bedrooms
3 Baths
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $391/Night
7 Nights - US $2,734
Large Holiday Rentals and Private Villas in Ramsey
Over 14+ Large Holiday Rentals and Private Villas in or Near Ramsey
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 $493/Night
7 Nights - US $3,452
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 $134/Night
7 Nights - US $938
Cottage
10.0Exceptional
(24 Reviews)
3 Bedrooms
1 Bath
10 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $293/Night
7 Nights - US $2,049
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
10.0Exceptional
(12 Reviews)
6 Bedrooms
2 Baths
11 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $187/Night
7 Nights - US $1,309
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
Cabin
- Effingham
- ·
- Shelbyville
- 3.06 mi to center
9.6Exceptional
(9 Reviews)
3 Bedrooms
2 Baths
11 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $394/Night
7 Nights - US $2,759
Cottage
9.4Exceptional
(82 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 35+ Wheelchair Accessible 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
- Illinois
- ·
- Litchfield
- 1.21 mi to center
9.0Exceptional
(671 Reviews)
1 Bath
- Hot Tub
- Breakfast
- Parking
- Pool
US $125/Night
7 Nights - US $878
Hotel
9.0Exceptional
(129 Reviews)
2 Baths
6115.85 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Breakfast
US $159/Night
7 Nights - US $1,114
Hotel
9.0Exceptional
(507 Reviews)
1 Bath
- Breakfast
- Parking
- Kitchen
- Air Conditioner
US $103/Night
7 Nights - US $720
Hotel
8.9Fabulous
(165 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 $125/Night
7 Nights - US $875
Ramsey Private Villas and Holiday Homes Under $200
Over 97+ Ramsey Private Villas and Holiday Homes Under $200
Apartment
- Effingham
- ·
- Shelbyville
- 1.44 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
8 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $186/Night
7 Nights - US $1,304
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
8.6Fabulous
(168 Reviews)
8 Baths
355.21 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $113/Night
7 Nights - US $792
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
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
New
RV Rental
3 Bedrooms
3 Baths
4 Guests
- Pet Friendly
- Child Friendly
- Designated Smoking Area
US $48/Night
7 Nights - US $335
Instantly Bookable Holiday Homes in Ramsey
Over 62+ Instantly Bookable Holiday Homes in or Near Ramsey
House
10.0Exceptional
(38 Reviews)
3 Bedrooms
2 Baths
6 Guests
1300 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $212/Night
7 Nights - US $1,484
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
(34 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
House
10.0Exceptional
(19 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Parking
- Spa
- Ocean View
US $432/Night
7 Nights - US $3,022
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 $327/Night
7 Nights - US $2,289
New
Apartment
- Effingham
- ·
- Shelbyville
- 0.58 mi to center
9.8Exceptional
(24 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $138/Night
7 Nights - US $964
New
House
- Illinois
- ·
- Litchfield
- 0.43 mi to center
9.4Exceptional
(15 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $250/Night
7 Nights - US $1,751
Book a Last Minute Place to Stay in Ramsey
About Casai's Private Villas and Holiday Rentals in Ramsey
Discover more than 193 vacation rentals available in Ramsey. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Ramsey.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Ramsey, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Ramsey. On average, places to stay near Ramsey offer 606.54 ft², with nightly prices averaging US $214.
With Casai, finding and comparing holiday rentals in Ramsey is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Ramsey
| Type | Count |
|---|---|
| Vacation Homes | 70 |
| Holiday Apartments | 24 |
| Cottages | 6 |
Use these Quick Filters to Find a Holiday Rental in Ramsey
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Ramsey.
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
Casai 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 holiday rentals in Ramsey?
With numerous options available in Ramsey, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Ramsey:
- 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
- The Exchange. Cozy Studio., XCHNG Studio
- Ultimate Country Home with a 4800 sq.ft shed- pickle ball, corn hole, and more!
- Bixler's Boathouse
- The Exchange. Big Luxury Loft, XCHNG. Modern Loft in the heart of Effingham.
- Edwards House; Litchfield, IL; Pets welcome
How many holiday rentals have private pools in Ramsey?
Discover a selection of holiday rentals with private pools near Ramsey with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
- Family Home w/Deck on Lake Sara: Pets are Welcome
- Quality Inn Effingham North
- Best Western Delta Inn
- Hampton Inn by Hilton Litchfield
Which holiday homes in Ramsey are best for families?
If you're searching for a family-friendly holiday home in Ramsey, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Ramsey:
- The Nest is a cozy 2-bedroom apartment on the Downtown Taylorville Square.
- Lake Shelbyville Retreat! Cabin 1 Mi to Water
- Holiday Inn Express & Suites Vandalia by IHG
How many Casai.com holiday rentals are available in Ramsey?
As of 2026, Casai boasts over 193 properties listed in the Ramsey area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Ramsey.
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