Top Vacation Homes in Greene County in 2026

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Our top choices for Greene County vacation homes

A marina with boats docked, a waterfront restaurant, and a building with a green roof.

1. Riverside Home - Modern meets comfort

Grafton

Robert

AED 1,183 total

includes taxes & fees

16 Nov - 17 Nov

A white house with a porch and a large tree in front.

2. Our 80-Acre Farm, Lake, Nature Trail, Bonfires, Starry Nights 2 Miles Grafton

Grafton

Rex P.

AED 1,223 total

includes taxes & fees

15 Nov - 16 Nov

A spacious living room with a large L-shaped leather sectional sofa, a wooden accent wall with mounted deer heads, and a television on the left.

3. Relaxing, Quiet get away where you can enjoy the outdoors.

Elsberry

Donnie N Donna G.

A modern kitchen with dark cabinetry, a wooden countertop, and a built-in oven.

4. Spacious Home w/ Deck & Mississippi River Views

Grafton

James H.

A two-story house with a porch, wooden steps, and a mailbox.

5. 4-Bdrm 3 bath house in Grafton with large patio, WiFi and very walkable. Fun!!!

Grafton

Janis G.

An outdoor patio with a wooden table and chairs, surrounded by a railing with string lights.

6. River Life Landing - Cozy, Relaxing home along Mississippi River - Grafton, IL

Grafton

Daniel M.

A wooden deck with a railing, two red chairs, and a table with items on it.

7. Grafton Escape #2 - River views! Pool! Walking distance to bars/restaurants

Grafton

Sarah W.

A two-story house with a wooden deck and a garden with colorful flowers.

8. COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!

Bluffs

Brian G.

AED 759 total

includes taxes & fees

18 Nov - 19 Nov

A wooden cabin with a porch, outdoor seating, and a grill.

9. Confluence Cabin Grafton, IL

Grafton

Cassie D.

A spacious kitchen with wooden cabinets, stainless steel appliances, and a central island.

10. PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!

Griggsville

DeAnn W.

A red barn with a black roof, a deck, and a hot tub.

11. Escape the city to quiet and picturesque Golden Eagle, IL..

Golden Eagle

Matt S.

A living room with a stone fireplace, a mounted TV, and a staircase leading to another level.

12. Modern 4 Bedroom 2 Bath Sleeps 10 Newly Renovated Whole House Rental

Grafton

MARY H.

A dining area with a wooden table, cushioned chairs, a chandelier, and a view of the kitchen.

13. Historic Haven off the River Road

Elsah

Raymond B.

An outdoor patio with a stone wall, a round table with chairs, string lights, and a ceiling fan.

14. A perfect weekend gateway!

Grafton

Shannon S.

A modern kitchen with white cabinets, stainless steel appliances, and a wooden island with bar stools.

15. The Carlinville Cottage

Carlinville

Janell M.

AED 1,732 total

includes taxes & fees

16 Nov - 17 Nov

A laundry room with a front-loading washer and dryer, a bedroom with a bed and a nightstand, and a hallway leading to another room.

16. McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton

Jerseyville

Libby W.

AED 816 total

includes taxes & fees

15 Nov - 16 Nov

A covered patio with a sofa, a dining area, and a view of the backyard.

17. GraftonStay River House

Grafton

Earl M.

A house with a covered porch, a dock, and a tractor.

18. Newly Remodeled 3BR Riverfront Apartment w/ WiFi & Private Access

Hamburg

Bill G.

A modern kitchen with a marble island, white bar stools, and a ceiling fan.

19. Rafton 2 Home

Grafton

Michelle S.

AED 2,538 total

includes taxes & fees

15 Nov - 16 Nov

A two-story house with a wrap-around porch, a central entrance with a door, and a chimney.

20. Grand Victorian Carlinville home on Rt. 66.

Carlinville

Adam M.

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Top Greene County Hotel Reviews

William Watson Hotel

10/10 Excellent

"We had a wonderful little stay in Pittsfield!"

Spacious Riverfront Perch/Easy Access to St.Charles less than 1 Hr to St. Louis

10/10 Excellent

"This property is fabulous. We enjoyed sitting on the porch watching the river traffic. It has the best welcoming party in the form of Forest the river dog. He is a very well behaved boy who we happily shared time on the porch with. We would love to return and spend more time enjoying this place."

Owl house was built for unplugging, relaxing & connecting with friends/family

8/10 Good

"Absolute getaway. You really really are unplugged! Unfortunately, we were there for a wedding weekend with extended family staying at a hotel in Troy. We had to leave a phone in the car to hotspot for meetup updates. I saw there was no wifi when we booked, so I checked to make sure our carrier covered the area... It did, but extremely spotty! Little to no signal in the cabin. Download a map of the area for your phone. We had gotten in after dark, and I'm glad we had a map to reference the unfamiliar area.I thought there were going to be some board games or puzzles, but this was not the case-- plan accordingly. I wish we had time to explore the national park. The drives were very aesthetic! Great views from the sitting area--an ideal spot to sit and read in the mornings. It might be cramped for 5 adults and luggage. As a family of 3, we were shuffling around each other-- granted we might've had some extra items due to the special event. Bedrooms were clean and comfortable, and the cabin temp remained comfortable throughout temp changes from day to night.Found some yummy spots and a Walmart in Troy, about a 10 minute drive away for anything we had forgotten. I'd love to come back with just the family and experience more of the quietness!"

The Nest, unplug& reconnect with that special someone in our charming birdhouse!

10/10 Excellent

"The Nest is adorable! Each detail was thoroughly thought through for this quaint space! The colors, the decor, all simple but pulled together sophisticated! You walk in to a welcomed window table with the cutest swivel wood cut stools where some simple games are suggested in a basket. There was also a sheet of birds for those who would be fortunate enough to spot any during their stay. In this room of five windows is a futon with pillows and a blanket, a fridge and microwave with mugs, coffee, tea, and creamer, a whitewashed luggage rack and a view to imagine life before us when it was just woods. Behind this room is the bathroom with a full length mirror behind the door, a blow dryer in the lower cabinet, a shower that is truly amazing but we unfortunately ran all the hot water out! Oopsie! We were well stocked with nice towels, wash cloths, and hand towels, and hand soap. The stairs! Don’t fret; just take your time and enjoy the relaxation that has been made for us! There is the cutest desk with matching night stand and I can’t even begin to tell you how adorable the bird bed lamp is. This queen bed was very comfortable and the room included a fan as well as an AC/heater. The alarm clock included additional plug ins and even an USB port. The window above the bed resembles a bird house hole. The window across the bed allowed some light to shine through the trees mid morning so you can definitely sleep in! The hot tub was very convenient and much needed! Thanks so much!"

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Check prices for these dates

Our top choices for Greene County vacation homes

1. Riverside Home - Modern meets comfort

2. Our 80-Acre Farm, Lake, Nature Trail, Bonfires, Starry Nights 2 Miles Grafton

3. Relaxing, Quiet get away where you can enjoy the outdoors.

4. Spacious Home w/ Deck & Mississippi River Views

5. 4-Bdrm 3 bath house in Grafton with large patio, WiFi and very walkable. Fun!!!

6. River Life Landing - Cozy, Relaxing home along Mississippi River - Grafton, IL

7. Grafton Escape #2 - River views! Pool! Walking distance to bars/restaurants

8. COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!

9. Confluence Cabin Grafton, IL

10. PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!

11. Escape the city to quiet and picturesque Golden Eagle, IL..

12. Modern 4 Bedroom 2 Bath Sleeps 10 Newly Renovated Whole House Rental

13. Historic Haven off the River Road

14. A perfect weekend gateway!

15. The Carlinville Cottage

16. McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton

17. GraftonStay River House

18. Newly Remodeled 3BR Riverfront Apartment w/ WiFi & Private Access

19. Rafton 2 Home

20. Grand Victorian Carlinville home on Rt. 66.

Find vacation rentals that suit your style

Top Greene County Hotel Reviews

William Watson Hotel

Hampton Inn Jacksonville

The Deckhouse at Grafton Stay

Carlin Villa Motel

Super 8 by Wyndham Jerseyville

Super 8 by Wyndham Jacksonville

Spacious Riverfront Perch/Easy Access to St.Charles less than 1 Hr to St. Louis

Owl house was built for unplugging, relaxing & connecting with friends/family

The Nest, unplug& reconnect with that special someone in our charming birdhouse!

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