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Holiday Rentals near James Monroe's Highland

2050 James Monroe Pkwy, Charlottesville, Virginia 22902-7546
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5 km
236 rentals in Charlottesville.
1802 cottage once part of Monticello and owned by Thomas Jefferson, holiday rental in Charlottesville
1802 cottage once part of Monticello and owned by Thomas Jefferson, holiday rental in Charlottesville
1802 cottage once part of Monticello and owned by Thomas Jefferson, holiday rental in Charlottesville

1802 cottage once part of Monticello and owned by Thomas Jefferson

Holiday Rental House
4.5 kilometres from James Monroe's Highland
1 bedroom
1 bathroom
Sleeps 2
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Downtown Carriage House | 1 BR Loft close to the historic downtown mall, holiday rental in Charlottesville
Downtown Carriage House | 1 BR Loft close to the historic downtown mall, holiday rental in Charlottesville
Downtown Carriage House | 1 BR Loft close to the historic downtown mall, holiday rental in Charlottesville

Downtown Carriage House | 1 BR Loft close to the historic downtown mall

Condo/Apartment
5.3 kilometres from James Monroe's Highland
2 bedrooms
1 bathroom
Sleeps 4
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Monticello Getaway | 4 bed, 3 bath in Belmont | Walk to Downtown Cville!, holiday rental in Charlottesville
Monticello Getaway | 4 bed, 3 bath in Belmont | Walk to Downtown Cville!, holiday rental in Charlottesville
Monticello Getaway | 4 bed, 3 bath in Belmont | Walk to Downtown Cville!, holiday rental in Charlottesville

Monticello Getaway | 4 bed, 3 bath in Belmont | Walk to Downtown Cville!

Holiday Rental House
4.7 kilometres from James Monroe's Highland
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Pryor-Haynes House | 4 Bed, 4.5 Bath, holiday rental in Charlottesville
Pryor-Haynes House | 4 Bed, 4.5 Bath, holiday rental in Charlottesville
Pryor-Haynes House | 4 Bed, 4.5 Bath, holiday rental in Charlottesville

Pryor-Haynes House | 4 Bed, 4.5 Bath

Holiday Rental House
5.3 kilometres from James Monroe's Highland
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Townsman Hotel: Secretariat | 0 Bed, 1 Bath, holiday rental in Charlottesville
Townsman Hotel: Secretariat | 0 Bed, 1 Bath, holiday rental in Charlottesville
Townsman Hotel: Secretariat | 0 Bed, 1 Bath, holiday rental in Charlottesville

Townsman Hotel: Secretariat | 0 Bed, 1 Bath

Condo/Apartment
5.8 kilometres from James Monroe's Highland
1 bedroom
1 bathroom
Sleeps 2
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Cabell Cottage | 2 Bed, 1.5 Bath, holiday rental in Charlottesville
Cabell Cottage | 2 Bed, 1.5 Bath, holiday rental in Charlottesville
Cabell Cottage | 2 Bed, 1.5 Bath, holiday rental in Charlottesville

Cabell Cottage | 2 Bed, 1.5 Bath

Holiday Rental House
13.4 kilometres from James Monroe's Highland
2 bedrooms
2 bathrooms
Sleeps 5
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Old Met #202 | 1 BR Corner View Overlooking Downtown Mall, holiday rental in Charlottesville
Old Met #202 | 1 BR Corner View Overlooking Downtown Mall, holiday rental in Charlottesville
Old Met #202 | 1 BR Corner View Overlooking Downtown Mall, holiday rental in Charlottesville

Old Met #202 | 1 BR Corner View Overlooking Downtown Mall

Condo/Apartment
5.8 kilometres from James Monroe's Highland
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Honey B (Honey House 2) Newly renovated near UVA,Monticello and downtown, holiday rental in Charlottesville
Honey B (Honey House 2) Newly renovated near UVA,Monticello and downtown, holiday rental in Charlottesville
Honey B (Honey House 2) Newly renovated near UVA,Monticello and downtown, holiday rental in Charlottesville

Honey B (Honey House 2) Newly renovated near UVA,Monticello and downtown

Holiday Rental House
8.2 kilometres from James Monroe's Highland
1 bedroom
1 bathroom
Sleeps 2
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Cope Foster - King room | Downtown Cville!, holiday rental in Charlottesville
Cope Foster - King room | Downtown Cville!, holiday rental in Charlottesville
Cope Foster - King room | Downtown Cville!, holiday rental in Charlottesville

Cope Foster - King room | Downtown Cville!

Holiday Rental House
6.3 kilometres from James Monroe's Highland
1 bedroom
1 bathroom
Sleeps 2
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Townsman Hotel: Faulkner | 0 Bed, 1 Bath, holiday rental in Charlottesville
Townsman Hotel: Faulkner | 0 Bed, 1 Bath, holiday rental in Charlottesville
Townsman Hotel: Faulkner | 0 Bed, 1 Bath, holiday rental in Charlottesville

Townsman Hotel: Faulkner | 0 Bed, 1 Bath

Holiday Rental House
5.8 kilometres from James Monroe's Highland
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Broadhead Mountain Retreat | 2 Bedroom, 2 Bath, holiday rental in Charlottesville
Broadhead Mountain Retreat | 2 Bedroom, 2 Bath, holiday rental in Charlottesville
Broadhead Mountain Retreat | 2 Bedroom, 2 Bath, holiday rental in Charlottesville

Broadhead Mountain Retreat | 2 Bedroom, 2 Bath

Holiday Rental House
12.4 kilometres from James Monroe's Highland
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Belmont Flat | 0 Bed, 1 Bath, holiday rental in Charlottesville
The Belmont Flat | 0 Bed, 1 Bath, holiday rental in Charlottesville
The Belmont Flat | 0 Bed, 1 Bath, holiday rental in Charlottesville

The Belmont Flat | 0 Bed, 1 Bath

Holiday Rental House
5.0 kilometres from James Monroe's Highland
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Belmont Oasis I Downtown Cville | 3 bed, 2.5 bath | Sleeps 6 A, 2 C, holiday rental in Charlottesville
Belmont Oasis I Downtown Cville | 3 bed, 2.5 bath | Sleeps 6 A, 2 C, holiday rental in Charlottesville
Belmont Oasis I Downtown Cville | 3 bed, 2.5 bath | Sleeps 6 A, 2 C, holiday rental in Charlottesville

Belmont Oasis I Downtown Cville | 3 bed, 2.5 bath | Sleeps 6 A, 2 C

Holiday Rental House
5.6 kilometres from James Monroe's Highland
4 bedrooms
3 bathrooms
Sleeps 8
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Farmhouse On 14 Acres.  Close to Monticello & Ash Lawn Highland, holiday rental in Charlottesville
Farmhouse On 14 Acres.  Close to Monticello & Ash Lawn Highland, holiday rental in Charlottesville
Farmhouse On 14 Acres.  Close to Monticello & Ash Lawn Highland, holiday rental in Charlottesville

Farmhouse On 14 Acres. Close to Monticello & Ash Lawn Highland

Holiday Rental House
2.7 kilometres from James Monroe's Highland
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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*NEW* Lewis Mtn Retreat: Walk to UVA & JPJ, holiday rental in Charlottesville
*NEW* Lewis Mtn Retreat: Walk to UVA & JPJ, holiday rental in Charlottesville
*NEW* Lewis Mtn Retreat: Walk to UVA & JPJ, holiday rental in Charlottesville

*NEW* Lewis Mtn Retreat: Walk to UVA & JPJ

Holiday Rental House
8.0 kilometres from James Monroe's Highland
4 bedrooms
3 bathrooms
Sleeps 6
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Penthouse Apartment Overlooking Downtown Mall, holiday rental in Charlottesville
Penthouse Apartment Overlooking Downtown Mall, holiday rental in Charlottesville
Penthouse Apartment Overlooking Downtown Mall, holiday rental in Charlottesville

Penthouse Apartment Overlooking Downtown Mall

Condo/Apartment
5.5 kilometres from James Monroe's Highland
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Townsman Hotel: Poe | 0 Bed, 1 Bath, holiday rental in Charlottesville
Townsman Hotel: Poe | 0 Bed, 1 Bath, holiday rental in Charlottesville
Townsman Hotel: Poe | 0 Bed, 1 Bath, holiday rental in Charlottesville

Townsman Hotel: Poe | 0 Bed, 1 Bath

Condo/Apartment
5.8 kilometres from James Monroe's Highland
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Corner House | Stylish Belmont Home, Walk to Downtown Mall, holiday rental in Charlottesville
Corner House | Stylish Belmont Home, Walk to Downtown Mall, holiday rental in Charlottesville
Corner House | Stylish Belmont Home, Walk to Downtown Mall, holiday rental in Charlottesville

Corner House | Stylish Belmont Home, Walk to Downtown Mall

Holiday Rental House
5.1 kilometres from James Monroe's Highland
3 bedrooms
2 bathrooms
Sleeps 6
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Charming Updated 3 Bedroom Home Near Downtown, holiday rental in Charlottesville
Charming Updated 3 Bedroom Home Near Downtown, holiday rental in Charlottesville
Charming Updated 3 Bedroom Home Near Downtown, holiday rental in Charlottesville

Charming Updated 3 Bedroom Home Near Downtown

Holiday Rental House
6.0 kilometres from James Monroe's Highland
3 bedrooms
2 bathrooms
Sleeps 6
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Greenaway House - Close to Dtwn Cville!, holiday rental in Charlottesville
Greenaway House - Close to Dtwn Cville!, holiday rental in Charlottesville
Greenaway House - Close to Dtwn Cville!, holiday rental in Charlottesville

Greenaway House - Close to Dtwn Cville!

Holiday Rental House
7.2 kilometres from James Monroe's Highland
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Azalea Cottage - adorable cottage within one mile of the University of Virginia, holiday rental in Charlottesville
Azalea Cottage - adorable cottage within one mile of the University of Virginia, holiday rental in Charlottesville
Azalea Cottage - adorable cottage within one mile of the University of Virginia, holiday rental in Charlottesville

Azalea Cottage - adorable cottage within one mile of the University of Virginia

Holiday Rental House
7.2 kilometres from James Monroe's Highland
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Charming Charlottesville Apt w/ Outdoor Space!, holiday rental in Charlottesville
Charming Charlottesville Apt w/ Outdoor Space!, holiday rental in Charlottesville
Charming Charlottesville Apt w/ Outdoor Space!, holiday rental in Charlottesville

Charming Charlottesville Apt w/ Outdoor Space!

Holiday Rental House
8.9 kilometres from James Monroe's Highland
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Boutique Room steps from Downtown Mall | Rose Jean - Room #3, holiday rental in Charlottesville
Boutique Room steps from Downtown Mall | Rose Jean - Room #3, holiday rental in Charlottesville
Boutique Room steps from Downtown Mall | Rose Jean - Room #3, holiday rental in Charlottesville

Boutique Room steps from Downtown Mall | Rose Jean - Room #3

Holiday Rental House
5.8 kilometres from James Monroe's Highland
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Boutique Hotel Suite above the Jefferson Theater on the Downtown Mall, holiday rental in Charlottesville
Boutique Hotel Suite above the Jefferson Theater on the Downtown Mall, holiday rental in Charlottesville
Boutique Hotel Suite above the Jefferson Theater on the Downtown Mall, holiday rental in Charlottesville

Boutique Hotel Suite above the Jefferson Theater on the Downtown Mall

Holiday Rental House
5.8 kilometres from James Monroe's Highland
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Unit 2_Expansive Luxury Suite for up to 4 Persons, holiday rental in Charlottesville
Unit 2_Expansive Luxury Suite for up to 4 Persons, holiday rental in Charlottesville
Unit 2_Expansive Luxury Suite for up to 4 Persons, holiday rental in Charlottesville

Unit 2_Expansive Luxury Suite for up to 4 Persons

Condo/Apartment
3.1 kilometres from James Monroe's Highland
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Boutique Room steps from Downtown Mall | Rose Jean - Room #2, holiday rental in Charlottesville
Boutique Room steps from Downtown Mall | Rose Jean - Room #2, holiday rental in Charlottesville
Boutique Room steps from Downtown Mall | Rose Jean - Room #2, holiday rental in Charlottesville

Boutique Room steps from Downtown Mall | Rose Jean - Room #2

Holiday Rental House
5.8 kilometres from James Monroe's Highland
1 bedroom
1 bathroom
Sleeps 2
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The Recycled House - Walk Downtown, holiday rental in Charlottesville
The Recycled House - Walk Downtown, holiday rental in Charlottesville
The Recycled House - Walk Downtown, holiday rental in Charlottesville

The Recycled House - Walk Downtown

Holiday Rental House
6.0 kilometres from James Monroe's Highland
1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
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3 Bedroom, 1 Bath, Full Kitchen with Laundry,, holiday rental in Charlottesville
3 Bedroom, 1 Bath, Full Kitchen with Laundry,, holiday rental in Charlottesville
3 Bedroom, 1 Bath, Full Kitchen with Laundry,, holiday rental in Charlottesville

3 Bedroom, 1 Bath, Full Kitchen with Laundry,

Holiday Rental House
6.4 kilometres from James Monroe's Highland
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Unit 5 - Cozy Lower Level Studio Suite, holiday rental in Charlottesville
Unit 5 - Cozy Lower Level Studio Suite, holiday rental in Charlottesville
Unit 5 - Cozy Lower Level Studio Suite, holiday rental in Charlottesville

Unit 5 - Cozy Lower Level Studio Suite

Condo/Apartment
3.1 kilometres from James Monroe's Highland
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Blue Mountain Haven: 5 BR Hilltop Country Retreat, holiday rental in Charlottesville
Blue Mountain Haven: 5 BR Hilltop Country Retreat, holiday rental in Charlottesville
Blue Mountain Haven: 5 BR Hilltop Country Retreat, holiday rental in Charlottesville

Blue Mountain Haven: 5 BR Hilltop Country Retreat

Holiday Rental House
17.7 kilometres from James Monroe's Highland
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Free Breakfast Included! | Studio Near University of Virginia + CHO, holiday rental in Charlottesville
Free Breakfast Included! | Studio Near University of Virginia + CHO, holiday rental in Charlottesville
Free Breakfast Included! | Studio Near University of Virginia + CHO, holiday rental in Charlottesville

Free Breakfast Included! | Studio Near University of Virginia + CHO

Condo/Apartment
16.6 kilometres from James Monroe's Highland
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Quiet Studio Apartment/Carriage House, holiday rental in Charlottesville
Quiet Studio Apartment/Carriage House, holiday rental in Charlottesville
Quiet Studio Apartment/Carriage House, holiday rental in Charlottesville

Quiet Studio Apartment/Carriage House

Condo/Apartment
10.0 kilometres from James Monroe's Highland
0 bedrooms
0 bathrooms
Sleeps 4
Match: Sleeps
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WFH friendly Studio in Virginia | Near Airport, holiday rental in Charlottesville
WFH friendly Studio in Virginia | Near Airport, holiday rental in Charlottesville
WFH friendly Studio in Virginia | Near Airport, holiday rental in Charlottesville

WFH friendly Studio in Virginia | Near Airport

Condo/Apartment
16.6 kilometres from James Monroe's Highland
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Boutique Hotel Suite above the Jefferson Theater on the Downtown Mall, holiday rental in Charlottesville
Boutique Hotel Suite above the Jefferson Theater on the Downtown Mall, holiday rental in Charlottesville
Boutique Hotel Suite above the Jefferson Theater on the Downtown Mall, holiday rental in Charlottesville

Boutique Hotel Suite above the Jefferson Theater on the Downtown Mall

Holiday Rental House
5.8 kilometres from James Monroe's Highland
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Near University of Virginia + CHO, holiday rental in Charlottesville
Near University of Virginia + CHO, holiday rental in Charlottesville
Near University of Virginia + CHO, holiday rental in Charlottesville

Near University of Virginia + CHO

Condo/Apartment
16.6 kilometres from James Monroe's Highland
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Close To Everything! 2 Bedrooms, holiday rental in Charlottesville
Close To Everything! 2 Bedrooms, holiday rental in Charlottesville
Close To Everything! 2 Bedrooms, holiday rental in Charlottesville

Close To Everything! 2 Bedrooms

Holiday Rental House
4.5 kilometres from James Monroe's Highland
2 bedrooms
1 bathroom
Sleeps 4
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Stunning Queen BR w/Bathroom & Overlooking Pond, holiday rental in Charlottesville
Stunning Queen BR w/Bathroom & Overlooking Pond, holiday rental in Charlottesville
Stunning Queen BR w/Bathroom & Overlooking Pond, holiday rental in Charlottesville

Stunning Queen BR w/Bathroom & Overlooking Pond

Condo/Apartment
11.9 kilometres from James Monroe's Highland
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Spacious BR with Bathroom & Pond View, holiday rental in Charlottesville
Spacious BR with Bathroom & Pond View, holiday rental in Charlottesville
Spacious BR with Bathroom & Pond View, holiday rental in Charlottesville

Spacious BR with Bathroom & Pond View

Condo/Apartment
11.6 kilometres from James Monroe's Highland
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Boutique Hotel Room above The Jefferson Theater on the Downtown Mall, holiday rental in Charlottesville
Boutique Hotel Room above The Jefferson Theater on the Downtown Mall, holiday rental in Charlottesville
Boutique Hotel Room above The Jefferson Theater on the Downtown Mall, holiday rental in Charlottesville

Boutique Hotel Room above The Jefferson Theater on the Downtown Mall

Holiday Rental House
5.8 kilometres from James Monroe's Highland
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Near University of Virginia + CHO | Free Breakfast, Indoor Pool!, holiday rental in Charlottesville
Near University of Virginia + CHO | Free Breakfast, Indoor Pool!, holiday rental in Charlottesville
Near University of Virginia + CHO | Free Breakfast, Indoor Pool!, holiday rental in Charlottesville

Near University of Virginia + CHO | Free Breakfast, Indoor Pool!

Condo/Apartment
16.6 kilometres from James Monroe's Highland
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Astonishing BR with Bathroom, holiday rental in Charlottesville
Astonishing BR with Bathroom, holiday rental in Charlottesville
Astonishing BR with Bathroom, holiday rental in Charlottesville

Astonishing BR with Bathroom

Condo/Apartment
11.6 kilometres from James Monroe's Highland
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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King Suite Near University of Virginia + CHO | Free Breakfast, Pool Access, holiday rental in Charlottesville
King Suite Near University of Virginia + CHO | Free Breakfast, Pool Access, holiday rental in Charlottesville
King Suite Near University of Virginia + CHO | Free Breakfast, Pool Access, holiday rental in Charlottesville

King Suite Near University of Virginia + CHO | Free Breakfast, Pool Access

Condo/Apartment
16.6 kilometres from James Monroe's Highland
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Charlottesville Home Close to Downtown, holiday rental in Charlottesville
Charlottesville Home Close to Downtown, holiday rental in Charlottesville
Charlottesville Home Close to Downtown, holiday rental in Charlottesville

Charlottesville Home Close to Downtown

Holiday Rental House
5.0 kilometres from James Monroe's Highland
3 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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1 Bedroom | Free Daily Breakfast + Indoor Pool, holiday rental in Charlottesville
1 Bedroom | Free Daily Breakfast + Indoor Pool, holiday rental in Charlottesville
1 Bedroom | Free Daily Breakfast + Indoor Pool, holiday rental in Charlottesville

1 Bedroom | Free Daily Breakfast + Indoor Pool

Condo/Apartment
16.6 kilometres from James Monroe's Highland
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Service Station Apartment | Great Extended Stay in Dtwn Belmont, holiday rental in Charlottesville
Service Station Apartment | Great Extended Stay in Dtwn Belmont, holiday rental in Charlottesville
Service Station Apartment | Great Extended Stay in Dtwn Belmont, holiday rental in Charlottesville

Service Station Apartment | Great Extended Stay in Dtwn Belmont

Condo/Apartment
4.8 kilometres from James Monroe's Highland
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Pharmacy Apartment| Lux 30 + Rental in Dtwn Belmont, holiday rental in Charlottesville
Pharmacy Apartment| Lux 30 + Rental in Dtwn Belmont, holiday rental in Charlottesville
Pharmacy Apartment| Lux 30 + Rental in Dtwn Belmont, holiday rental in Charlottesville

Pharmacy Apartment| Lux 30 + Rental in Dtwn Belmont

Condo/Apartment
4.8 kilometres from James Monroe's Highland
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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North Downtown Studio (UVA, Martha Jeff, SNL/S&P), holiday rental in Charlottesville
North Downtown Studio (UVA, Martha Jeff, SNL/S&P), holiday rental in Charlottesville
North Downtown Studio (UVA, Martha Jeff, SNL/S&P), holiday rental in Charlottesville

North Downtown Studio (UVA, Martha Jeff, SNL/S&P)

Condo/Apartment
6.6 kilometres from James Monroe's Highland
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Retro Apartment| Lux Extended Stay in Belmont, holiday rental in Charlottesville
Retro Apartment| Lux Extended Stay in Belmont, holiday rental in Charlottesville
Retro Apartment| Lux Extended Stay in Belmont, holiday rental in Charlottesville

Retro Apartment| Lux Extended Stay in Belmont

Condo/Apartment
5.0 kilometres from James Monroe's Highland
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Luxury cottage with pool, holiday rental in Charlottesville
Luxury cottage with pool, holiday rental in Charlottesville
Luxury cottage with pool, holiday rental in Charlottesville

Luxury cottage with pool

Holiday Rental House
7.7 kilometres from James Monroe's Highland
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Unit 4 - Luxury King Suite with Private Balcony, holiday rental in Charlottesville
Unit 4 - Luxury King Suite with Private Balcony, holiday rental in Charlottesville
Unit 4 - Luxury King Suite with Private Balcony, holiday rental in Charlottesville

Unit 4 - Luxury King Suite with Private Balcony

Condo/Apartment
3.1 kilometres from James Monroe's Highland
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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