Holiday Homes in Chester

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Featured Holiday Homes in Chester

Doves Nest Guest House<br> Tranquil & Relaxing

10.0 out of 10, Exceptional, (44)
"Outstanding! I highly recommend to everyone! So well decorated with every amenity! Great location and easy walk to restaurants and activities and shopping! Great hosts!"
The price is AU$332
includes taxes & fees
8 Sept - 9 Sept
Doves Nest Guest House<br> Tranquil & Relaxing

Sweet Farm Stay

9.8 out of 10, Exceptional, (39)
"We had a very pleasant stay"
The price is AU$279
includes taxes & fees
28 Sept - 29 Sept
Sweet Farm Stay

Secluded Lodge with Private Lake Minutes from St. Louis

10.0 out of 10, Exceptional, (207)
"For a group of empty nesters, a girls trip has a different meaning than it does when you're in your 20s and 30s. This place gives you a chance to relax, let loose a little, get out of your comfort zone a little, fish, go kayaking, and spend some well deserved time together. "
Secluded Lodge with Private Lake Minutes from St. Louis

Secluded Cabin with Heated Pool, hot tub, fireplace & so much more

10.0 out of 10, Exceptional, (75)
"What an unforgettable weekend! From the moment we arrived at Bauman's Deep Woods Escape, it was clear that every single detail had been thoughtfully curated for a perfect stay. This place truly lives up to its name—a serene, secluded retreat where relaxation reigns supreme. The amenities? Spot on and exactly as advertised—if not better. If you're dreaming of a peaceful getaway where you can unplug, unwind, and recharge, look no further. Bauman’s is the ultimate escape. We can’t wait to come...
Secluded Cabin with Heated Pool, hot tub, fireplace & so much more

Gabouri Place ~ Completely Renovated Victorian in Ste. Genevieve's Historic Dist

10.0 out of 10, Exceptional, (167)
"Nice location, clean and inviting."
The price is AU$372
includes taxes & fees
7 Sept - 8 Sept
Gabouri Place ~ Completely Renovated Victorian in Ste. Genevieve's Historic Dist

Peter Ray House

10.0 out of 10, Exceptional, (68)
"House is across alley from my granddaughter’s, making it very convenient for our visit. Enjoyed staying in this beautifully restored and decorated house. This is our second stay and plan on staying here again next year."
The price is AU$339
includes taxes & fees
3 Sept - 4 Sept
Peter Ray House

Peaceful Country Home

10.0 out of 10, Exceptional, (48)
"Great stay and place. Location is nice and new paved roads out front. Location is in a weird spot to get to from the main road, will need to take super sharpe right, tough as party were on motorcycles."
The price is AU$410
includes taxes & fees
1 Sept - 2 Sept
Peaceful Country Home

Gorgeous Historic Victorian - 4 bedrooms 2 bathrooms - 4 Blocks Walk to Town

9.8 out of 10, Exceptional, (18)
"We had a wonderful stay."
Gorgeous Historic Victorian - 4 bedrooms 2 bathrooms - 4 Blocks Walk to Town

Farm-Style Ste. Genevieve Retreat w/ Fire Pit!

9.8 out of 10, Exceptional, (52)
"The house was beautiful! My group of friends and I really enjoyed staying here!"
Farm-Style Ste. Genevieve Retreat w/ Fire Pit!

Goforth into Nature, a charming 1-bdrm home in the quiet Bloomsdale countryside.

10.0 out of 10, Exceptional, (5)
"We had a wonderful stay. The home and property were absolutely beautiful and Julie went above and beyond to accommodate us. I can't wait to go back."
The price is AU$432
includes taxes & fees
1 Sept - 2 Sept
Goforth into Nature, a charming 1-bdrm home in the quiet Bloomsdale countryside.

Cozy Haven Little Hidden Gem Sleeps 4

9.8 out of 10, Exceptional, (47)
"There to play baseball but able to walk to downtown and enjoy some of Ste Gen. Great spot for me and my son to stay!"
The price is AU$305
includes taxes & fees
2 Sept - 3 Sept
Cozy Haven Little Hidden Gem Sleeps 4

Farmstead home w/hot tub

10.0 out of 10, Exceptional, (13)
"Excellent stay! Clean, great location for World Shooting Complex and close to Sparta. Highly Recommend 🌟 "
The price is AU$430
includes taxes & fees
1 Sept - 2 Sept
Farmstead home w/hot tub

Fully custom modern four bedroom home on 13 acres with a stocked pond.

10.0 out of 10, Exceptional, (2)
"We rented this property for the 2024 Eclipse viewing. That in itself was amazing but the property was the highlight for our whole family. It’s a beautiful setting, the home was upscale and fabulous, and, the stocked pond did not disappoint. The amenities provided were the best with beautifully equipped kitchen, big screen TV’s in every room and beautiful deck overlooking the pond. There is so much added activities for kids with pool table, ping pong, air hockey, foos ball etc.. Owner Patrick and...
Fully custom modern four bedroom home on 13 acres with a stocked pond.

Fit and Fueled Studio

10.0 out of 10, Exceptional, (1)
"Nice place to stay. Kitchen not real well stocked and no WiFi but perfect for what we needed. "
The price is AU$303
includes taxes & fees
2 Sept - 3 Sept
Fit and Fueled Studio

Historic House in heart of Altenburg

2.0 star property
Historic House in heart of Altenburg

Elegant 3BR in the Heart of Historic Ste Genevieve

10.0 out of 10, Exceptional, (6)
"My friends and I enjoyed staying at the house. The interior of the house was a wonderful mix of keeping the integrity of the old brick house and adding modern aesthetics. The amenities listed were all current and working. I would definitely stay at the house again. "
Elegant 3BR in the Heart of Historic Ste Genevieve

Wren’s Hideaway Sleeps 8 Historic downtown neighborhood Charming & Relaxing

10.0 out of 10, Exceptional, (26)
"Had everything we needed, nice home and vacay."
Wren’s Hideaway Sleeps 8 Historic downtown neighborhood Charming & Relaxing

Missouri Castle w/ Private Lake, Pool & 100 Acres!

10.0 out of 10, Exceptional, (5)
"My family of 14 people needed a place for all of us to stay for the holidays. The twin turrets was a great fit for what we needed. Everyone had their own bed, the bathrooms took a little time to get showers scheduled, since there are only 2 showers, but it worked out. The home was fun to explore inside and out. We went for some walks on the trails, enjoyed watching the ducks and geese, or just looking out at the lake. So peaceful! "
Missouri Castle w/ Private Lake, Pool & 100 Acres!

Secluded Private Cabin with Pool, hot tub, fireplace & so much more

10.0 out of 10, Exceptional, (132)
"Emma was a great host and our group had a ton of fun!"
Secluded Private Cabin with Pool, hot tub, fireplace & so much more

Sunset Ridge - Peaceful 3-bedroom house with WiFi and AC in lovely Weingarten.

10.0 out of 10, Exceptional, (3)
"Relaxing setting between Farmington and St Genevieve. Both towns are rich in history and have small town charm. "
The price is AU$486
includes taxes & fees
31 Aug - 1 Sept
Sunset Ridge - Peaceful 3-bedroom house with WiFi and AC in lovely Weingarten.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chester Hotel Reviews

Find out more about Chester

Find out more about Chester

Chester Holiday Homes information

Number of reviews
51
Accommodation
51 Holiday Homes
Lowest Price
AU$279
Highest Price
AU$486

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