Holiday rentals in Simmons Gap

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Top-rated holiday rentals in Simmons Gap

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Flat in Elkton

4.98 out of 5 average rating, 184 reviews

Awesome View

Awesome View is appropriately named; we have nearly a 360 degree view of mountains—Blue Ridge and Massanutten. You have the advantage of a fully equipped kitchen, a dining nook with a view of the mountains, full private bath, 12x12 bedroom, spacious family area, cable, wifi, washer/dryer and private parking within inches of your door. We have furnished games, puzzles, reading materials for your spare moments and relaxing pleasure. We ask that you bring no pets and no smoking, vaping or drugs.

22–29 Mar

€ 94 per night
Guest favourite

Home in Stanardsville

5.0 out of 5 average rating, 295 reviews

Sister's View

A refurbished 1950's country cottage, adjacent to 80 beautiful acres, overlooks the Blue Ridge Mountains. The house has high-speed internet. Enjoy an amazing sunrise while sitting on your bedroom deck sipping coffee. View sunsets from the front porch with a glass of wine purchased from local vineyards. Whether visiting UVa, hiking in the Blue Ridge Mountains, touring the local wineries, craft breweries, or attending an event at the Barn at Edgewood - Sister's View will make your visit complete.

15–22 Jun

€ 149 per night
Guest favourite

Guest suite in McGaheysville

4.98 out of 5 average rating, 415 reviews

Cozy 'For-Rest Retreat' by Nat'l Park, Resort, JMU

Solo travelers, couples, or two adults will love our homey (NOT chic, sleek, or spare) lower-level private suite set in the 4-season Massanutten Resort in lovely Shenandoah Valley. We are 3-8 mins to fun seasonal activities (WaterPark, trail rides, slopes, golf, go-karts, etc.); 15 mins to Shenandoah Nat'l Park's Swift Run Gap entry; 18-20 mins to JMU; 5-60+ mins to restaurants, wineries, antiquing, breweries, caves, hiking, biking, history sites, river sports, Amish markets, country drives+!

14–21 Nov

€ 83 per night

Popular amenities for Simmons Gap holiday rentals

Other great holiday rentals in Simmons Gap

Guest favourite

Farm stay in Free Union

4.95 out of 5 average rating, 290 reviews

Secluded Private Apartment - Pets Welcome!

23 Feb – 2 Mar

€ 97 per night
Superhost

Home in Stanardsville

4.88 out of 5 average rating, 365 reviews

"The Farmhouse"

24–31 Jan

€ 154 per night
Guest favourite

Flat in Stanardsville

4.96 out of 5 average rating, 213 reviews

Parker Mountain Carriage House- Near SNP, Wineries

1–8 Jul

€ 178 per night
Guest favourite

Cabin in Stanardsville

4.99 out of 5 average rating, 166 reviews

Cabin at Rabbit Hollow

14–21 Aug

€ 245 per night
Guest favourite

Home in Stanardsville

4.96 out of 5 average rating, 138 reviews

Peaceful Shenandoah Farmhouse ▲ Hightop Hideaway

28 Oct – 4 Nov

€ 427 per night
Guest favourite

Cabin in Stanardsville

4.98 out of 5 average rating, 171 reviews

Peaceful get-away or home base for adventure for 2

6–13 Jun

€ 147 per night
Guest favourite

Guest suite in Ruckersville

4.98 out of 5 average rating, 134 reviews

Serenity Lakeview Cottage

4–11 Oct

€ 131 per night
Superhost

Chalet in Stanardsville

4.9 out of 5 average rating, 224 reviews

River Song Chalet - Private Retreat!

5–12 Jan

€ 135 per night
Guest favourite

Cottage in Stanardsville

4.88 out of 5 average rating, 100 reviews

Shenandoah Scenic cottage near Wineries & Parks

4–11 Nov

€ 161 per night
Guest favourite

Guest house in Mount Crawford

4.95 out of 5 average rating, 104 reviews

Country Cabin near JMU/ Skyline Dr / Massanutten

2–9 Sep

€ 107 per night
Guest favourite

Cabin in Ruckersville

4.93 out of 5 average rating, 359 reviews

Mountain View’s cabin!

11–18 Jun

€ 107 per night
Guest favourite

Cabin in Stanardsville

4.97 out of 5 average rating, 211 reviews

High Top Cabin

27 Jun – 4 Jul

€ 159 per night

Destinations to explore

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  5. Simmons Gap