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Dog-Friendly Cottage w/Playground, Grill & Games

Holiday home in Middletown with kitchen

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Exterior
Property video
Living area
Private kitchen
Property grounds

Reviews

9.6 out of 10
Exceptional
2 bedrooms1 bathroomSleeps 6

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi
  • Air-conditioning

Explore the area

View map
Middletown, VA

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Double Bed and 2 Single Beds

1 bathroom

Bathroom 1

Toilet · Shower only

Spaces

Kitchen
Office
Garden
Dining area

About this property

Dog-Friendly Cottage w/Playground, Grill & Games

Summary:

Cozy and well-located Middletown home ideal for families, couples, or remote workers. Take in amazing views while enjoying an updated kitchen, dedicated workspace, and welcoming indoor/outdoor spaces. Just steps from a playground, this dog-friendly home offers comfort, convenience, and a relaxing setting.



Highlights:

-Amazing views + flat yard for outdoor fun

-Small playground for little ones

-Updated kitchen + dedicated workspace

-Dog-friendly, grill & parking for 6 cars



The Space:

Welcome to your home away from home in Middletown! This cozy, well-appointed house is perfect for families, couples, or remote workers looking for comfort, space, and a great location. Just steps from a small playground, it’s easy to enjoy the outdoors while still having all the conveniences of home.



Whether you’re visiting family, traveling for work, or enjoying a relaxing getaway, this cozy Middletown house offers comfort, flexibility, and a fantastic location.



The Space

-Updated kitchen with plenty of prep space, perfect for home-cooked meals

-Comfortable living room with Smart TV and Fire Stick (Netflix and other streaming options)

-Front hangout room ideal for games, puzzles, or relaxing together

-Dedicated workspace for remote work or finishing last-minute homework

-Whole-house HVAC for year-round comfort



Bedroom and Bathrooms

-Bedroom 1 (Main Floor): Queen bed, Smart TV, Ceiling fan

-Bedroom 2 (Upstairs): One full bed and two twin beds

-1 full bathroom on the Main level with Walk-in shower only



Kitchen & Dining

-Updated, fully stocked kitchen with additional seating and plenty of room for prepping home cooked meals

-Refrigerator (no ice maker)

-Oven & range

-Microwave

-Toaster

-Drip coffee maker



Entertainment & Extras

-Board games, puzzles, and a small selection of books

-Hangout room for a fun family game night

-Smart TV with Fire Stick

-Washer & dryer (guests welcome to use)



Outdoor Amenities

-Charcoal Weber grill for the grillmaster in your group

-Flat yard with plenty of room for outdoor fun

-Picnic table for outdoor gathering

-Just steps to a small playground



Pet Policy

-We love hosting families and well-behaved dogs! For allergy and maintenance reasons, we’re unfortunately unable to host cats.



Parking

-Private driveway with parking for up to 6 vehicles



In the area:

Middletown is perfectly located for exploring the best of the Shenandoah Valley. From scenic drives and hiking trails to historic sites, charming small towns, and family-friendly attractions, there’s something for everyone. Spend your days enjoying nearby parks, caverns, wineries, and outdoor adventures—or simply relax and take in the beautiful mountain and valley views just minutes from the home.

1. Cedar Creek and Belle Grove National Historical Park (distance from house – 5 mins): Explore Civil War battlefield grounds, historic structures, trails, and visitor centers.

2. The 8th Vermont Monument Trail (distance from house – 5 mins): Scenic historical hike with interpretive markers from the Cedar Creek battle.

3. Middletown Community Park (distance from house – 5 mins): Green space with playgrounds, walking paths, and places to relax.

4. Belle Grove Plantation (distance from house – 5 mins): Historic plantation and manor house with museum exhibits and gardens.

5. Cedar Creek Battlefield Foundation(distance from house – 5 mins): Museum highlighting the 1864 Battle of Cedar Creek and local Civil War history.

6. Vault & Cellar (distance from house – 5 mins): Highly-rated restaurant offering chef-driven cuisine and brunch.

7. Middletown Historic District (distance from house – 10 mins): Charming downtown area with historic buildings and local character.

8. Shenandoah National Park (distance from house – 25 mins): Enjoy scenic overlooks, peaceful hiking trails, waterfalls, wildlife, and sweeping valley views. Perfect for hiking, leaf-peeping, picnics, and unplugging in nature.

9. Luray Caverns (distance from house – 50 mins): Breathtaking underground wonder featuring massive caverns, towering stalactites, mirrored pools, and the famous Great Stalacpipe Organ—an unforgettable, family-friendly adventure.

10. Local breweries and wineries in the Shenandoah Valley (distance from house 50 mins).



Guest Access:

The whole house is available for your use.



Other Things to Note:

We love hosting families and well-behaved dogs! For allergy and maintenance reasons, we’re unfortunately unable to host cats.

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
Air conditioning

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House Rules

Check in after 3:00 PM
Minimum age to rent: 24
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: dogs (limit 2 total)
Well behaved, vaccinated, house trained pets
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you to complete the following before checking out:
Remove personal items
Turn off the lights and lock the doors
Failure to complete these may result in a negative review from the host.
Please place all trash in the large bags provided and then place the large bags in the outdoor trash can. Please DO NOT place trash or dog poop di...

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock

We should mention

This property does not have any lifts

About the area

Middletown

Located in Middletown, this holiday home is in the mountains. Cedar Creek Battlefield Foundation and Belle Grove Plantation are local landmarks, and some of the area's attractions include Appleland Sports Center and Shen-Val Farm Market. Dinosaur Land and Natural Art Garden Center are also worth visiting. Kayaking and fishing offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking/biking trails and cycling nearby.
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Map
Middletown, VA

Restaurants

  • ‪McDonald's - ‬5 min drive
  • ‪Taco Bell - ‬5 min drive
  • ‪Queen Street Diner - ‬9 min drive
  • ‪Box Office Brewery - ‬8 min drive
  • ‪McDonald's - ‬3 min drive

Frequently asked questions

Is Charming 2-bedroom house with Gorgeous Views in serene Middletown pet-friendly?

Yes, this property allows dogs (limit 2 total).

How much is parking at Charming 2-bedroom house with Gorgeous Views in serene Middletown?

On-site parking is available at the property.

What time is check-in at Charming 2-bedroom house with Gorgeous Views in serene Middletown?

Check-in begins at 3:00 PM.

What time is check-out at Charming 2-bedroom house with Gorgeous Views in serene Middletown?

Checkout is at 11:00 AM.

Where is Charming 2-bedroom house with Gorgeous Views in serene Middletown located?

Situated in the mountains, this holiday home is within a 15-minute walk of Cedar Creek and Belle Grove National Historical Park and Cedar Creek Battlefield Foundation. Wayside Theater and Belle Grove Plantation are also within 2 miles (3 km).

Reviews

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 12 out of 16 reviews
Rating 8 - Good. 4 out of 16 reviews
Rating 6 - Okay. 0 out of 16 reviews
Rating 4 - Poor. 0 out of 16 reviews
Rating 2 - Terrible. 0 out of 16 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Whit O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful back view. Charming older home. Pet-friendly.
Stayed 4 nights in Dec 2025

10/10 Excellent

Corrin D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Clean cute house, exactly as described. Close to Shenandoah national park and skyline drive. Hosts very communicative
Stayed 2 nights in Oct 2025

10/10 Excellent

Michael S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
House was clean. We did not visit the national parks though
Stayed 2 nights in Oct 2025

10/10 Excellent

Peter P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We wanted to audio tour the cedar creek battlefield and this house was prefect for that. The BBQ next door was a plus.
Stayed 2 nights in Jul 2025

10/10 Excellent

deborah n.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Place

we wanted a place close to Strasburg; location is close to interstate & main highway as well as MANY attractions. The hosts are incredibly nice & welcoming and our stay was very comfortable in a super cute home.
Stayed 3 nights in May 2025

8/10 Good

David F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

VA

Beautiful area, nice house, friendly owners.
Stayed 5 nights in Jul 2025

10/10 Excellent

Larry K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
I like to place it was peaceful, nice and quiet. Didn’t have to worry about anybody else. We visit the restaurant next to us. It was very good food and there is an ice cream place. That was very good. Overall it was a great place to be.
Stayed 8 nights in Aug 2025

10/10 Excellent

Will T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We really enjoyed this place. It’s a peaceful property, with a lovely back yard, you can walk over to some great bbq and ambience at Schaefer’s Bbq. We enjoyed the many rooms in the house, and all its quaint character, bed and furniture are comfortable, and the place is spotless. We were here during a few days of 99 degree weather, and the house cooling worked great, kept us very comfortable. It’s a place we will return to when visiting family in the area!
Stayed 4 nights in Aug 2025

10/10 Excellent

MaryAnne

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

Absolutely loved this place. There was lots to do and the hosts were great communicators. They replied immediately to our texts and gave lots of information about the local area. The house was comfortable and in a great location with restaurants and beautiful walks nearby.
Stayed 8 nights in Dec 2024

8/10 Good

Susan F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Graduation ceremony

So clean and well stocked house. Wish we had time to try the BBQ place next door. It smelled amazing.
Stayed 2 nights in May 2025

10/10 Excellent

Bonnie P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fall getaway

The house was nice & clean & the host was great to work with. We really enjoyed the stay & you must try the restaurant next door. It is delish. Hope to stay again.
Stayed 2 nights in Oct 2024

8/10 Good

Robert A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Good deal

This house was what we were looking for and exactly what we needed. We had daytime activities planned all weekend and just needed a decent priced place to stay in town. House is simple, clean, and The owners were easy to communicate with. If you need at place to stay near here and don’t want pay a high price this will work for you. Like the other reviews say the BBQ place directly next door is delicious and if you are into beer they have a very great selection of craft style beers and ciders we stood there for 10 mins deciding what to get.
Stayed 2 nights in Feb 2025

8/10 Good

Cherryl G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Review

The property was very clean, was easy to get to, and was quiet. We don't do streaming, so were unable to watch TV with their smart TV, but it was not really a problem. The bathroom was very small and would benefit from a towel rack or two and a toilet tissue holder. Overall, just minor inconveniences in a nice property.
Stayed 5 nights in Apr 2025

10/10 Excellent

Cleve G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Middletown, Strasburg, Winchester Area House

Property located just south of Middletown, VA. Backs up against the Cedar Creek Battlefield. House is a well kept, older, renovated house. Easy access to interstate and close to Winchester (20min) and Strasburg (<10 min). Some road noise, but not overwhelming. Nice layout inside, nice porch and cookout area. Next to a restaurant. Very good for the price. If you are a Civil War Buff, it is within good driving distance of a number of places. Would recommend and stay here again.
Stayed 6 nights in Sep 2024

10/10 Excellent

Catherine B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Large space, great communication

Communication was great and very quick when needed. The home was more spacious that I expected, which was wonderful with three young children. The main room downstairs is fairly small, but worked (needed to put pack and play in it, and it just barely fit next to the bed, but it did). The upstairs room was spacious and loved the separated space even though our big kids opted to sleep in the queen together each night. The only difficulty we experienced was the size of the shower. I’m 5’6”, husband is 6’2” (both generally average size-not petite but not large either), and three young children. We’ve used small showers before, but this was especially tiny. Even our petite 8 year old had trouble with it. It worked fine, but if the size is a concern, that would be the only caution I give for this property. Otherwise, it exceeded our expectations! The BBQ market next door has a little playground, and our kids enjoyed having that to play on also. We would definitely stay here again if the need arises to come back to the area (wedding trip this time).
Stayed 3 nights in May 2025

10/10 Excellent

Brett S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The hosts were welcoming and the house was perfect for our Turkey Day getaway! Although We did bring some of our own cooking supplies, the house was equipped with enough of the basics to cook everything we needed. We did a tour of the Bellegrove Plantation (a must see) which was only a few miles down the road amongst other stops during our stay. Weather was very windy and cold but the house stayed warm and wasn’t drafty at all. Overall would stay again if we were in the area. Thanks!
Front of house picture
View from the backyard overlooking an old battlefield
Stayed 3 nights in Nov 2025

About the host

Hosted by JULIE SHAFFER

Host profile image
Our family lives right here in Frederick County, just 10 minutes away. We also own the BBQ Market next door to where you are staying. We have another short-term rental in the area and we enjoy sharing our beautiful Valley with guests.

Why they chose this property

Middletown is a cool little town and we love being part of it. It is rich with history, from Belle Grove to Cedar Creek National Park, there is plenty to explore.

What makes this property unique

The location......most views this incredible are remote and challenging to access......our farmhouse offers a spectacular view of the Valley and Mountains while being in the heart of local amenities and attractions.

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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