Holiday Homes in Summerfield

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Featured Holiday Homes in Summerfield

The Holly House. Comfort and Stylish charm.

9.6 out of 10, Exceptional, (9)
"Great place that I would rent again"
The Holly House. Comfort and Stylish charm.

Sweet Farm Stay

10.0 out of 10, Exceptional, (24)
"We only spent one evening there, but it was peaceful and lovely!"
The price is AU$266
includes taxes & fees
3 Dec - 4 Dec
Sweet Farm Stay

Private 4 Bedroom Home with a hot tub

9.4 out of 10, Exceptional, (50)
"Great house. Unique location in the country. Great access to St Louis and horse track in Collinsville, Illinois."
Private 4 Bedroom Home with a hot tub

Historic Lebanon, quiet 2 Bedroom 2 Bath home!

10.0 out of 10, Exceptional, (35)
"The property was inviting and had everything we needed for a comfortable stay. The neighborhood was quiet and we felt safe. We plan to stay here again when we visit family in the area. "
Historic Lebanon, quiet 2 Bedroom 2 Bath home!

Charming Edwardsville Home: Walk to Downtown!

9.8 out of 10, Exceptional, (10)
"We really enjoyed our stay at the Seedling. It is impeccably clean and in a great location. It is within walking distance of downtown and very close to the major shopping and entertainment of Edwardsville. The communications from the property manager are awesome. We loved the decorations and the peacefulness of the area."
Charming Edwardsville Home: Walk to Downtown!

Whitestone Place: a gorgeous, historic, and updated home

10.0 out of 10, Exceptional, (31)
"Wonderful property in Belleville, close to everything yet on a quiet street. We had a fantastic family trip and really enjoyed resting and recharging at the house. The owners have stocked everything you will need for a vacation stay and maintain a superb property. We will be back! "
Whitestone Place: a gorgeous, historic, and updated home

Spacious Tranquility with Private Pool by RedAwning

7.0 out of 10, Good, (2)
"First i want to say the house was spacious enough for all of us. The house was not very clean and the vents must've been dirty because we all got sick with colds and congestion the next day. The fenced in backyard is basically jst the pool and a little space for the grill. We could not go out there because of the way the pool is covered and not blocked off so the kids or even adults may have fallen on the tarp which had previous holes and fallen in the pool which still had water in it. The deck...
Spacious Tranquility with Private Pool by RedAwning

Countryside Private Guest Room

10.0 out of 10, Exceptional, (11)
"The room was clean & well kept. Everything we needed was already there. Toiletries, towels, bedding, coffee, bottled water & more. Beautiful property & very quiet. The host were very nice folks. We would definitely stay again. "
The price is AU$149
includes taxes & fees
3 Dec - 4 Dec
Countryside Private Guest Room

Belleville Beauty - Luxury Stay for Work or stay for Play either way this is the perfect property for you! by RedAwning

9.4 out of 10, Exceptional, (20)
"Nice "
Belleville Beauty - Luxury Stay for Work or stay for Play either way this is the perfect property for you! by RedAwning

Indoor Pool, Hot tub, Sauna, Private Gated area, 5 acres.

2.0 out of 10, (1)
"Host was unaware and property. It available the day of check in"
Indoor Pool, Hot tub, Sauna, Private Gated area, 5 acres.

Landmark, accessible home in the heart of Belleville’s historic downtown

The price is AU$313
includes taxes & fees
3 Dec - 4 Dec
Landmark, accessible home in the heart of Belleville’s historic downtown

Touch of Class 3-bedroom townhome in Belleville King Bedroom.

2.0 star property
Touch of Class 3-bedroom townhome in Belleville King Bedroom.

3 Bedroom Home - Lake Views on 3 Sides

9.4 out of 10, Exceptional, (91)
"The pictures match the property very well. House was clean stocked with everything that you would need for a family. There was good fishing on the lake."
3 Bedroom Home - Lake Views on 3 Sides

Discounted Winter RATES! Remodeled 2 BR cozy home with a STL Cardinals theme.

9.8 out of 10, Exceptional, (26)
"Perfect place to stay while in town for a lacrosse tournament."
Discounted Winter RATES! Remodeled 2 BR cozy home with a STL Cardinals theme.

Cozy Corner Mascoutah

9.6 out of 10, Exceptional, (54)
"Perfect night for a quick in and out of town stay. There is a little bar within walking distance that my husband and son went to for a quick beer before bed. Hotels can be hard for a dog so this was exactly what we needed to keep our girl happy. "
The price is AU$298
includes taxes & fees
3 Dec - 4 Dec
Cozy Corner Mascoutah

Downtown Midcentury Home- Walk to Everything!

10.0 out of 10, Exceptional, (21)
"Nice set up and spacious "
Downtown Midcentury Home- Walk to Everything!

Craftsman styled home in the heart of downtown Highland

10.0 out of 10, Exceptional, (44)
"This is gem! Lots of room for multiple families and people. We were there for a wedding and it was the perfect spot for everyone to get ready. Bathrooms are great size and the extra amenities thru out the home are great. (Coffee, soap, shampoo, lotion, etc). Back porch and parking was perfect for all the guests. Highly recommend and will be back! "
Craftsman styled home in the heart of downtown Highland

5 bedrooms near SAFB

7.0 out of 10, Good, (8)
"We loved our stay"
5 bedrooms near SAFB

Big home near SAFB

2.4 out of 10, (6)
"This was by far the worst rental I’ve ever stayed in. There were cameras in every virtually every window several of which were pointed toward the interior making us feel very uncomfortable. There were no linens on any of the beds. When we finally found them, they didn’t smell or appear to be clean. The house had no wifi and no dining table. The only dishes we could find were two small cups. Overall an absolutely horrible place to stay. "
Big home near SAFB

Skyline - Military/Family Friendly

10.0 out of 10, Exceptional, (12)
"We had the greatest time! Never been to that area and we loved it! Your property was perfect in a perfect location!! We loved it! tMcKendree,Shiloh"
Skyline - Military/Family Friendly
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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Other property types in Summerfield

The Holly House. Comfort and Stylish charm.

9.6 out of 10, Exceptional, (9)
"Great place that I would rent again"
The Holly House. Comfort and Stylish charm.

Private Cabin with Pond on Family Farm

10.0 out of 10, Exceptional, (56)
"We are here visiting family and needed a peaceful place to stay. This was exactly what we needed. When we come back to the area, we WILL stay here. Thank you for a great vacation "
Private Cabin with Pond on Family Farm

Sweet Farm Stay

10.0 out of 10, Exceptional, (24)
"We only spent one evening there, but it was peaceful and lovely!"
The price is AU$266
includes taxes & fees
3 Dec - 4 Dec
Sweet Farm Stay
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.