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Search results; Over 1,000 homes in Upperville

Guest favourite

Cabin in Upperville

Island cabin

1 bedroom, 1 bed, 1 private bathroom

12–17 Jul

$2,076 SGD for 5 nights

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4.94 out of 5 average rating, 174 reviews

Top guest favourite

Cottage in Upperville

Cozy Country Getaway in the Heart of Upperville

2 bedrooms, 3 beds, 2 bathrooms

26–31 Jul

$2,229 SGD for 5 nights

Pay $0 today

Free cancellation

4.9 out of 5 average rating, 107 reviews

Guest favourite

Home in Upperville

Upperville Hunt Country Cottage

3 bedrooms, 5 beds, 2 bathrooms

1–6 Jul

$2,601 SGD for 5 nights

4.91 out of 5 average rating, 205 reviews

Guest favourite

Home in Upperville

Reynard's Retreat in Upperville

3 bedrooms, 3 beds, 2 bathrooms

6–11 Jul

$3,128 SGD for 5 nights

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Free cancellation

4.95 out of 5 average rating, 22 reviews

Top guest favourite

Cottage in Upperville

Green Acre - A Hunt Country Retreat

2 bedrooms, 3 beds, 2 bathrooms

9–14 Jul

$2,922 SGD for 5 nights

4.94 out of 5 average rating, 36 reviews

Top guest favourite

Farm stay in Upperville

Farmhouse, pond & paddock views

4 bedrooms, 5 beds, 3 bathrooms

6–11 Jul

$4,298 SGD for 5 nights

5.0 out of 5 average rating, 12 reviews

Guest favourite

Home in Upperville

Horse Country | Pool | MNT Views | Full Kitchen

6 bedrooms, 8 beds, 6.5 bathrooms

23–28 Aug

Pay $0 today

Free cancellation

4.88 out of 5 average rating, 17 reviews

Guest favourite

Home in Upperville

The Upperville Academy

4 bedrooms, 5 beds, 3.5 bathrooms

30 Aug – 4 Sept

$5,520 SGD for 5 nights

Free cancellation

4.93 out of 5 average rating, 72 reviews

Guest favourite

Cottage in Upperville

Meticulous Hunt Country 2BR 1BA Upperville Cottage

2 bedrooms, 2 beds, 1 bathroom

1–6 Jul

$3,059 SGD for 5 nights

4.93 out of 5 average rating, 102 reviews

Top guest favourite

Cottage in Delaplane

Seaton Place House

3 bedrooms, 3 beds, 2 bathrooms

12–17 Jul

$2,830 SGD for 5 nights

5.0 out of 5 average rating, 66 reviews

Top guest favourite

Home in Bluemont

Historic Bluemont Farmhouse

4 bedrooms, 5 beds, 2 bathrooms

12–17 Jul

$1,873 SGD for 5 nights

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Free cancellation

5.0 out of 5 average rating, 27 reviews

Top guest favourite

Farm stay in Middleburg

Fox Hill Farm Retreat

4 bedrooms, 9 beds, 4.5 bathrooms

1–6 Jul

$9,942 SGD for 5 nights

5.0 out of 5 average rating, 23 reviews

Top guest favourite

Cottage in Middleburg

Middleburg Bliss!

3 bedrooms, 5 beds, 2 bathrooms

21–26 Jul

$2,916 SGD for 5 nights

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Free cancellation

5.0 out of 5 average rating, 85 reviews

Home in Middleburg

Hunt Country Stone Cottage

3 bedrooms, 4 beds, 2 bathrooms

1–6 Jul

$4,589 SGD for 5 nights

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Free cancellation

4.78 out of 5 average rating, 9 reviews

Home in Upperville

Home in Upperville Village

3 bedrooms, 3 beds, No bathroom

1–6 Jul

$7,648 SGD for 5 nights

5.0 out of 5 average rating, 7 reviews

Guest favourite

Home in Middleburg

The Coach Stop at White Hall

4 bedrooms, 4 queen beds, 2 bathrooms

1–6 Jul

$3,059 SGD for 5 nights

4.91 out of 5 average rating, 175 reviews

Top guest favourite

Cottage in Marshall

Garden Oasis outdoor entertainment at FrogPointe.

2 bedrooms, 3 beds, 2 bathrooms

3–8 Jul

$2,174 SGD for 5 nights

4.91 out of 5 average rating, 135 reviews

Top guest favourite

Guest house in Middleburg

18th Century Middleburg Cottage

1 bedroom, 1 queen bed, 1 bathroom

24–29 Jul

$2,011 SGD for 5 nights

5.0 out of 5 average rating, 129 reviews

Top guest favourite

Home in Marshall

Middleburg/Upperville-Stunning,renovated cottage

2 bedrooms, 3 beds, 2.5 bathrooms

16–21 Jul

$3,014 SGD for 5 nights

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Free cancellation

4.99 out of 5 average rating, 129 reviews