Chester Gap, VA Vacation Homes from ￥35,288

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Our top choices for Chester Gap vacation homes

1. Entire home in Apple Mountain Lake, Virginia,

Apple Mountain Lake

￥56,234 total

includes taxes & fees

Aug 29 - Aug 30

2. Valley View Farmhouse · Hot Tub, Fenced Pasture

Amissville

￥65,212 total

includes taxes & fees

Sep 1 - Sep 2

3. Mountain Views w/Hot Tub, 95” TV & Trail Access

Shenandoah Farms

"We were looking for a comfortable home base to explore Front Royal and Skyline Plaza, and this was perfect! A modernized home with enough amenities that we were tempted every day to just stay “home!” The kids loved the reading nook and cozy sitting areas, and the fire pit and clean, working hot tub were big pluses as well. Kitchen was roomy, with great appliances and plenty of counter space. Beds were comfortable. Bathrooms were nice and modern. Lots of closet space, too. When we left, the kids...

Joshua J.

4. Mountain View Bungalow in Front Royal

Front Royal

HEMANT S.

￥35,288 total

includes taxes & fees

Aug 17 - Aug 18

Coffee/tea maker, fridge, microwave, oven

5. Greek Spa • Private Acreage • Stonefire pizza oven

Front Royal

jmichaelcopas

￥53,903 total

includes taxes & fees

Sep 1 - Sep 2

6. 1-Min Walk to The Inn • Private Suite, Tub & Full Kitchen.

Washington

Mona T.

￥36,327 total

includes taxes & fees

Sep 14 - Sep 15

Smart TV, fireplace, video games, foosball

7. ⭐️Lunar Lookout ⭐️ Geodesic Dome on 8 acres with HOT TUB!

Front Royal

Brian T.

￥115,456 total

includes taxes & fees

Sep 14 - Sep 15

8. Mountain home w/ hot tub & sunroom

Front Royal

Elissa S.

￥49,291 total

includes taxes & fees

Aug 18 - Aug 19

9. Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper

Rixeyville

James G.

￥36,253 total

includes taxes & fees

Aug 17 - Aug 18

10. 1910 Farmhouse on 6 Acres • VA Wine Country

Marshall

Erick U.

￥60,451 total

includes taxes & fees

Aug 17 - Aug 18

11. Newly renovated Farm cottage with Mountain views

Strasburg

Stephanie T.

￥48,852 total

includes taxes & fees

Aug 18 - Aug 19

12. 4BR Golf Retreat | 3 Courses | Pool Table

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.

￥85,405 total

includes taxes & fees

Aug 20 - Aug 21

13. 1min walk to The Inn • Entire Colonial 3BR House Fast WiFi, tub & full kitchen .

Washington

Daniel R.

￥43,772 total

includes taxes & fees

Sep 14 - Sep 15

14. River Woods Retreat: Hot Tub, Hikes, 2 Fireplaces, EV

Bentonville

Mary W.

￥66,250 total

includes taxes & fees

Aug 24 - Aug 25

15. Bend of Brothers’ | Riverfront Cottage Shenandoah

Front Royal

Dave B.

￥60,420 total

includes taxes & fees

Aug 17 - Aug 18

16. Antler Ridge - surrounded by nature & wildlife!

Page County

Shaun C.

￥62,047 total

includes taxes & fees

Aug 27 - Aug 28

17. 2BR home w/ BBQ grill & backyard

Luray

Eric I.

￥55,129 total

includes taxes & fees

Aug 27 - Aug 28

18. Mountain Summit Views Hot Tub-Fire Pit-BBQ, Pets

Page County

￥63,145 total

includes taxes & fees

Sep 14 - Sep 15

19. Clouds Mountain Cabin

Rileyville

Jessica S.

￥61,112 total

includes taxes & fees

Aug 30 - Aug 31

20. Cozy Cabin near Shenandoah · Hot Tub & Valley Views · Couples Retreat

Rileyville

ItsMeBuknoy

￥64,196 total

includes taxes & fees

Aug 30 - Aug 31

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Top Chester Gap Hotel Reviews

Quality Inn Stephens City - Winchester South

10/10 Excellent

"Great staff. .."

Holiday Inn Express Winchester South-Stephens City by IHG

8/10 Good

"The hotel was okay. There were very apparent stains on the carpet, the bathtub faucet was reinstalled poorly (it wouldn’t take much muscle to remove it), whoever did the patch job on the ceiling from a previous leak did a terrible job, the tv was on the dresser, with a hole in the wall above it where the cable was coming from. I have stayed with this hotel chain several times between May and August and this was by far the least taken care of and least clean hotel."

"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.

10/10 Excellent

"Nice, quiet and private, we sat outside and heard the birds, a few airplanes flew over now and again, but so nice and quiet. I really liked the soft bed, felt so good and slept well. My wife enjoyed the hot tub, For me, they are a waste of time. :-) but I know every one else loves them. The kitchen and living room was nice and tasteful. We wanted time to sleep, sit and read, and rest. It was great for that. I was pleasantly surprised what great food we found in Lurray. Did not take time to go sightseeing, we just wanted to rest and we found that."

Find out more about Chester Gap

Chester Gap Vacation Homes information

Number of reviews	368
Accommodation	152 Vacation Homes
Lowest Price	￥35,288
Highest Price	￥115,456

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chester Gap vacation homes

1. Entire home in Apple Mountain Lake, Virginia,

2. Valley View Farmhouse · Hot Tub, Fenced Pasture

3. Mountain Views w/Hot Tub, 95” TV & Trail Access

4. Mountain View Bungalow in Front Royal

5. Greek Spa • Private Acreage • Stonefire pizza oven

6. 1-Min Walk to The Inn • Private Suite, Tub & Full Kitchen.

7. ⭐️Lunar Lookout ⭐️ Geodesic Dome on 8 acres with HOT TUB!

8. Mountain home w/ hot tub & sunroom

9. Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper

10. 1910 Farmhouse on 6 Acres • VA Wine Country

11. Newly renovated Farm cottage with Mountain views

12. 4BR Golf Retreat | 3 Courses | Pool Table

13. 1min walk to The Inn • Entire Colonial 3BR House Fast WiFi, tub & full kitchen .

14. River Woods Retreat: Hot Tub, Hikes, 2 Fireplaces, EV

15. Bend of Brothers’ | Riverfront Cottage Shenandoah

16. Antler Ridge - surrounded by nature & wildlife!

17. 2BR home w/ BBQ grill & backyard

18. Mountain Summit Views Hot Tub-Fire Pit-BBQ, Pets

19. Clouds Mountain Cabin

20. Cozy Cabin near Shenandoah · Hot Tub & Valley Views · Couples Retreat

Find vacation rentals that suit your style

Top Chester Gap Hotel Reviews

Quality Inn Stephens City - Winchester South

Holiday Inn Express Winchester South-Stephens City by IHG

Motel 6 Front Royal, VA

Hampton Inn Front Royal

"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.

"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA

Econo Lodge Inn & Suites Middletown - Winchester South

Falling Leaf Cabin Rustic Charm With Modern Decor! Newly Renovated Kitchen!

Find out more about Chester Gap

Chester Gap Vacation Homes information

Explore a world of travel with Expedia

Search Vacation Homes in Chester Gap

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chester Gap vacation homes

1. Entire home in Apple Mountain Lake, Virginia,

2. Valley View Farmhouse · Hot Tub, Fenced Pasture

3. Mountain Views w/Hot Tub, 95” TV & Trail Access

4. Mountain View Bungalow in Front Royal

5. Greek Spa • Private Acreage • Stonefire pizza oven

6. 1-Min Walk to The Inn • Private Suite, Tub & Full Kitchen.

7. ⭐️Lunar Lookout ⭐️ Geodesic Dome on 8 acres with HOT TUB!

8. Mountain home w/ hot tub & sunroom

9. Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper

10. 1910 Farmhouse on 6 Acres • VA Wine Country

11. Newly renovated Farm cottage with Mountain views

12. 4BR Golf Retreat | 3 Courses | Pool Table

13. 1min walk to The Inn • Entire Colonial 3BR House Fast WiFi, tub & full kitchen .

14. River Woods Retreat: Hot Tub, Hikes, 2 Fireplaces, EV

15. Bend of Brothers’ | Riverfront Cottage Shenandoah

16. Antler Ridge - surrounded by nature & wildlife!

17. 2BR home w/ BBQ grill & backyard

18. Mountain Summit Views Hot Tub-Fire Pit-BBQ, Pets

19. Clouds Mountain Cabin

20. Cozy Cabin near Shenandoah · Hot Tub & Valley Views · Couples Retreat

Find vacation rentals that suit your style

Top Chester Gap Hotel Reviews

Quality Inn Stephens City - Winchester South

Find out more about Chester Gap

Chester Gap Vacation Homes information

Explore a world of travel with Expedia