Middletown Vacation Home Rentals from CA $307: Search Top Private Vacation Homes for Rent

A mountainous landscape with autumn foliage, rocky outcrops, and a valley below.

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Our top choices for Middletown vacation homes

A garden with a wooden swing set and a circular seating area.

1. Newly renovated Farm cottage with Mountain views

Strasburg

Marsha N.

CA $466 total

includes taxes & fees

Oct 21 - Oct 22

A wooden deck with white railings and a covered porch area.

2. Mountain View Bungalow in Front Royal

Front Royal

HEMANT S.

CA $318 total

includes taxes & fees

Oct 21 - Oct 22

3. Trailside Retreat w/ Hot Tub, Sauna, Fireplace

Front Royal

CA $732 total

includes taxes & fees

Nov 4 - Nov 5

A single-story brick building with a front porch, a picnic table, and a barbecue grill.

4. Shenandoah River House | 3BR - Private Dock - Pets

Front Royal

CA $606 total

includes taxes & fees

Nov 1 - Nov 2

A two-story house with a porch, a small deck, and a gravel driveway.

5. Greek Spa - Frisbee Golf - Stone fire Pizza Oven

Front Royal

CA $456 total

includes taxes & fees

Nov 3 - Nov 4

A bedroom with a bed, a ceiling fan, a nightstand, a lamp, and a view of the outdoors through a sliding door.

6. Cozy 3BR Retreat | Perfect for Families & Groups

Apple Mountain Lake

CA $358 total

includes taxes & fees

Oct 18 - Oct 19

A stone fireplace with a glass front, a wooden mantel shelf, and a cozy knitted throw on a chair.

7. Pool Table, Fireplace & Deck near Shenandoah Park

Front Royal

"Home was clean and looked like it had recently been remodeled/updated. The host was very responsive and when the oven wasn't working properly, they went to Lowes and purchased a new one immediately! Made our short trip much easier not having to eat out or find a last minute option for our kids/babysitter on Friday evening. We were only in town from Thursday-Sunday, and it was perfect for the 5 of us. The pool table was a fun addition for the kids. The only minor complaint I have is that I wish I...

Crystal H.

CA $743 total

includes taxes & fees

Oct 19 - Oct 20

8. Sunset Haven - 10 min from Skyline Drive. Hot Tub

Front Royal

Laura D.

CA $842 total

includes taxes & fees

Oct 20 - Oct 21

9. The River Bungalow at Shenandoah Haven

Bentonville

CA $559 total

includes taxes & fees

Nov 3 - Nov 4

A two-story house with a front porch, a mailbox, and a number plate.

10. Cameron Charmer pristine downtown apt with double master suites

Winchester

Carolyn F.

CA $498 total

includes taxes & fees

Oct 18 - Oct 19

A wooden deck with a table and chairs, a view of trees through a window, and a metal railing.

11. River House on the Shenandoah

Woodstock

Family F.

CA $456 total

includes taxes & fees

Oct 15 - Oct 16

A living room with a brick fireplace, a sofa, a television, and a window with a view of greenery.

12. Mountain home w/ hot tub & sunroom

Front Royal

Mollie S.

CA $436 total

includes taxes & fees

Nov 3 - Nov 4

A house by a clear stream with a wooden bridge.

13. Peaceful Retreat on Creekside

Edinburg

Richard D.

CA $307 total

includes taxes & fees

Oct 18 - Oct 19

A balcony with a hot tub, wooden deck, and a view of a mountainous landscape.

14. Bear Ridge Cabin-Views & Hot tub

Page County

CA $454 total

includes taxes & fees

Nov 4 - Nov 5

A living room with a large grey sectional sofa, a flat-screen TV on a wooden stand, a ceiling fan, and a dining area visible through a glass door.

15. Mountain Moon Meadows | Pasture & Ridge Views w/ Sunroom + Fire Table, Dogs OK

Fort Valley

CA $515 total

includes taxes & fees

Oct 18 - Oct 19

A cabin interior with wooden walls, a dining table, a sofa, and mounted animal heads.

16. Antler Ridge - surrounded by nature & wildlife!

Page County

"Beautiful well maintained mountain cabin. Everything was as described in the add and then some! A gift of local honey, coozies and bottled water labeled Antler Ridge was there when we arrived! The wildlife was incredible, lots of deer, a turkey with babies, raccoon, bullfrogs in pond, birds, fireflies, and a bear wandered by while we were enjoying our morning coffee. We heard coyotes in the distance at night! Property manager Brian was great with communication and quick to respond. Owner...

kristin c.

CA $459 total

includes taxes & fees

Nov 3 - Nov 4