Holiday Homes in Chester

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Featured Holiday Homes in Chester

Welcome to Our Home, where a friendly reception area awaits with a warm and inviting atmosphere.

"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!"

includes taxes & fees

4 Aug - 5 Aug

Relax by the fire pit in a serene outdoor space surrounded by a gravel surface and comfortable seating.

"Communication with the owners was top notch. Loved being able to walk to town and explore the historic places. "

includes taxes & fees

5 Aug - 6 Aug

Surrounded by lush greenery, this two-story house offers a serene retreat with a sloping roof and a chimney.

"We had a very pleasant stay"

includes taxes & fees

4 Aug - 5 Aug

Stunning garden area with potted plants and flowering shrubs, beautifully arranged on wooden stumps and in pots.

"The property is a lovely little house, close to places to eat and attractions. "

includes taxes & fees

14 Aug - 15 Aug

Stunning historic building with a unique blend of architectural styles, featuring a stone tower and arched entrance.

"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! "

Stroll up to this charming single-story home with a cozy front porch and beautifully manicured lawn.

"Owners were awesome and it was my first time staying in a B&B . I will never stay in another hotel when visiting StLouis . I was very impressed with the hospitality and location ."

includes taxes & fees

2 Aug - 3 Aug

Surrounded by a serene forest, this tranquil setting features a large tree, a grassy area, and a gentle stream.

"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."

includes taxes & fees

10 Aug - 11 Aug

Relax in a sheltered outdoor space with a comfortable Adirondack chair and a small table.

"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."

includes taxes & fees

11 Aug - 12 Aug

Relax in the hot tub, surrounded by a deck and gravel surface.

"What a beautiful fun stay that was a nice quick getaway for us! Everything was perfect from booking, to arrival, to overall stay, we had the best time! "

includes taxes & fees

10 Aug - 11 Aug

Enjoy cooking in this well-equipped kitchen with a sink, microwave, and coffee maker.

"The house was beautiful! My group of friends and I really enjoyed staying here!"

Relax in a classic living room with a comfortable sofa, armchair, and coffee table.

"We had a wonderful stay."

Cozy room with a round table and two chairs, exposed brick walls, and a traditional door.

"Beautiful home with all the amenities. This was the perfect stay for my family and we had everything we needed! Thank you again! "

"Nice place to stay. Kitchen not real well stocked and no WiFi but perfect for what we needed. "

includes taxes & fees

14 Aug - 15 Aug

Relax in a serene gazebo surrounded by trees and a calm body of water.

"My wife really liked the rustic feel of the place and was impressed with how clean it was at the same time. For me, it felt like a retirement property that I’d had for years, it was very welcoming. We didn’t take advantage of the water (kayaks, fishing, etc..) but we had friends over and used the grill to cook. We’d take our dogs outside in the back of the house and there was never any problem. The point of this stay was to visit friends, watch old movies, relax, and do some studying, it was a...