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Vacation Rentals near James Monroe's Highland

2050 James Monroe Pkwy, Charlottesville, Virginia 22902-7546
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    Travelers to Charlottesville are booking September dates now. Secure your vacation rental today, and have the perfect trip.
    All 68 Rentals in Charlottesville
    The Recycled House - Walk Downtown1 / 18
    (17)Very good
    4.1 miles from James Monroe's Highland
    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    Charlottesville, 1830's Row-house 1 Block from Downtown Pedestrian Mall1 / 37
    (2)Very good
    3.9 miles from James Monroe's Highland
    4 Bedrooms, 1 Bathroom, Sleeps 9 Quick View
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    Park Street Flat | Urban Flat located just 3 blocks from Downtown Mall1 / 8
    (2)Very good
    4.1 miles from James Monroe's Highland
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Cope Foster | B&B Style King Suite Guestroom; Walk to C'ville Downtown Mall1 / 31
    (1)Excellent
    4.1 miles from James Monroe's Highland
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Reviewed November 7, 2019
    My BF and I had a wonderful stay at Cope Foster and with our host, Sue. We stayed in the King Corner room, a very well appointed suite that’s almost twice the size of some hotel...
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    About this property
    This is a late 19th century home near Thomas Jefferson's courthouse in the historic part of downtown Charlottesville. It is located just 3 blocks from the downtown pedestrian mall with antique and specialty shops, outdoor dining, fine dining and the Paramount Theater. The elegantly furnished master...
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    Charlottesville, Virginia
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
    3.9 miles from James Monroe's Highland
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Charlottesville, Virginia
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    4.0 miles from James Monroe's Highland
    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    Charlottesville, Virginia
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 14
    3.2 miles from James Monroe's Highland
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    About this property
    Its a 3 bed room and 2.5 bath house with kitchen,living and dining,2 lovely deck on Main Level. 2 miles from UVA and 2 miles from Downtown Charlottesville.This place is close to restaurants and dining, nightlife, public transport, family-friendly activities, just 2 minutes walk to Food lion,...
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    Charlottesville, Virginia
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 9
    3.5 miles from James Monroe's Highland
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Charlottesville, Virginia
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 5
    3.5 miles from James Monroe's Highland
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    About this property
    Avon House is a beautiful, 1925 corner brick house with plenty of available parking. The house has been renovated throughout with new HVAC system, electrics and plumbing! The upstairs bathroom has a clawfoot tub and an enclosed steam shower spa with music! All bedrooms are spacious. Enjoy the 46'...
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    Charlottesville, Virginia
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    3.2 miles from James Monroe's Highland
    4 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    About this property
    Its a 4 bed room and 3 full and 1 half bath house with kitchen, living and dining room. Two lovely Lake Front deck on main level.3 miles from UVA and 2.5 miles from Downtown Charlottesville. This place is close to restaurants and dining, nightlife, public transport, family-friendly activities, just...
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    Charlottesville, Virginia
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 11
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    4.4 miles from James Monroe's Highland
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Completely renovated in December 2017, the Circle Cottage sits back from the street in a beautiful, almost botanical-garden setting surrounded by trees, ferns, azaleas, bamboo, and flowers. In October 2019, we commissioned an artist to paint murals in four brick interior archways to celebrate our...
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    Charlottesville, Virginia
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    4.7 miles from James Monroe's Highland
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    This is good House! The house is made in a modern style. The ground floor of the house is much busier than the first one. Here you can find a hall, a large living-room with a fireplace, a cosy dining-room connected with a kitchen, a bathroom. The unique feature of the ground floor and the real...
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    Charlottesville, Virginia
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    3.2 miles from James Monroe's Highland
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    Are you looking for a quiet, in the heart of Charlottesville. place just 3 miles from UVA and Downtown Charlottesville, next to the Lake .Located in a home near Carter Mountain with Lake and mountain views, 1600 sq feet house has a King Bed in Master bedroom, Queen bed in each room with sofa and...
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    Charlottesville, Virginia
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    3.7 miles from James Monroe's Highland
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    About this property
    Its a 4 bed room and 2 full and 2 half bath house with kitchen, living and dining room. Three lovely deck on main level.2 miles from UVA and 2 miles from Downtown Charlottesville. This place is close to restaurants and dining, nightlife, public transport, family-friendly activities, just 2 minutes...
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    Charlottesville, Virginia
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Graves Street Magnolia | Charming classic Belmont home located within a stone's1 / 14
    (14)Very good
    3.8 miles from James Monroe's Highland
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Charlottesville, Virginia
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 7
    Bright Studio Apt close to downtown, UVA, shopping, restaurants &Level 2 charger1 / 26
    (8)Excellent
    5.3 miles from James Monroe's Highland
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Charlottesville, Virginia
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Townsman Hotel | Meriwether Room | One of four boutique hotel rooms at The Towns1 / 9
    (2)Excellent
    3.9 miles from James Monroe's Highland
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Charlottesville, Virginia
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    C'ville Country Retreat for UVa Events~Wine Tours~Family/Friends Reunions1 / 23
    (43)Excellent
    9.4 miles from James Monroe's Highland
    5 Bedrooms, 4 Bathrooms, Sleeps 20 Quick View
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    Charlottesville, Virginia
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 20
    Old Met #306 | Renovated historic apartment overlooking Downtown Mall1 / 13
    (3)Very good
    4.0 miles from James Monroe's Highland
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Charlottesville, Virginia
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Cavalier Cove | Fantastic location, Walking distance to UVA, and free trolley st1 / 28
    (7)Excellent
    5.1 miles from James Monroe's Highland
    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    Charlottesville, Virginia
    Rental Home - 4 Bedrooms, 6 Bathrooms, Sleeps 8
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    Private Cottage, UVA, DT shops, Wineries, BEST Restaurants, BELMONT1 / 19
    (23)Excellent
    3.5 miles from James Monroe's Highland
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Charlottesville, Virginia
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    One of four boutique hotel rooms at The Townsman on the Downtown Mall1 / 7
    (3)Excellent
    4.0 miles from James Monroe's Highland
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Charlottesville, Virginia
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Stay at Knight's Gambit Vineyard1 / 16
    (5)Excellent
    12.0 miles from James Monroe's Highland
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Charlottesville, Virginia
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Walking distance to UVA1 / 20
    (25)Very good
    4.8 miles from James Monroe's Highland
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Charlottesville, Virginia
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    Peaceful and Spacious Woodland Haven Near UVA1 / 13
    (12)Excellent
    5.3 miles from James Monroe's Highland
    5 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Charlottesville, Virginia
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 9
    Rugby Place, An In-Town Luxury Suite1 / 22
    (15)Excellent
    5.3 miles from James Monroe's Highland
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    Charlottesville, Virginia
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 3
    One of four boutique hotel rooms at The Townsman on the Downtown Mall1 / 9
    (3)Very good
    4.1 miles from James Monroe's Highland
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Charlottesville, Virginia
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    #1 Belmont Location!Right at the restaurants! A 30 second walk!1 / 8
    (4)Average
    3.6 miles from James Monroe's Highland
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Charlottesville, Virginia
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
    Quiet Cul-de-sac, Close to everything1 / 27
    (13)Excellent
    7.2 miles from James Monroe's Highland
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Charlottesville, Virginia
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Downtown Carriage House | Located a short walk from the downtown mall and in a q1 / 12
    (16)Very good
    3.8 miles from James Monroe's Highland
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Charlottesville, Virginia
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Canterbury | Farmington Area minutes from UVA - Large Backyard/Pool and Au Pair1 / 21
    (4)Very good
    6.7 miles from James Monroe's Highland
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
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    Charlottesville, Virginia
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    Best Location In Charlottesville - Amazing Pool1 / 29
    (22)Excellent
    6.2 miles from James Monroe's Highland
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Charlottesville, Virginia
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Pryor-Haynes House | Walk to Downtown Mall | Historic Stately Home with Pool Tab1 / 21
    (35)Very good
    3.6 miles from James Monroe's Highland
    4 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Charlottesville, Virginia
    Rental Home - 4 Bedrooms, 1 Bathroom, Sleeps 8
    Renew*Coniferidge ... New construction in a beautiful wooded setting.1 / 26
    (28)Excellent
    9.8 miles from James Monroe's Highland
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Charlottesville, Virginia
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Corner House | Stylish Belmont Home, Walk to Downtown Mall1 / 12
    (6)Excellent
    3.5 miles from James Monroe's Highland
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Charlottesville, Virginia
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Nest on Locust | Stylish Downtown Villa1 / 27
    (3)Excellent
    4.1 miles from James Monroe's Highland
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Charlottesville, Virginia
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Quaint and Cozy, 2 Bed, I Bath, Full Kitchen Cottage with Off Street Parking1 / 15
    (43)Excellent
    3.3 miles from James Monroe's Highland
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Charlottesville, Virginia
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    The Redwood House | Walk to UVA and Scott Stadium1 / 22
    (5)Excellent
    4.8 miles from James Monroe's Highland
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Charlottesville, Virginia
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    4 BR Cozy Home near UVA, Downtown & Wineries1 / 42
    (3)Very good
    3.8 miles from James Monroe's Highland
    4 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    Charlottesville, Virginia
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 11
    The Lodge at Trail's End1 / 24
    (2)Excellent
    5.7 miles from James Monroe's Highland
    6 Bedrooms, 7 Bathrooms, Sleeps 26 Quick View
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    Charlottesville, Virginia
    Rental Home - 6 Bedrooms, 7 Bathrooms, Sleeps 26
    Dowtown Mall / Best Location in C-Ville - Rare House just off Main Street1 / 23
    (56)Excellent
    4.1 miles from James Monroe's Highland
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Location Information
    Charlottesville, Virginia
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Large Townhome In The Heart Of Charlottesville!1 / 6
    (3)Very good
    4.1 miles from James Monroe's Highland
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Location Information
    Charlottesville, Virginia
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Kenridge Carriage House | Elegant Guest Home in Farmington/Birdwood Area1 / 11
    (9)Very good
    6.7 miles from James Monroe's Highland
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Terrace
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    Location Information
    Charlottesville, Virginia
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Little Redwood House | Walk to UVA and Scott Stadium1 / 22
    (5)Excellent
    4.5 miles from James Monroe's Highland
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Location Information
    Charlottesville, Virginia
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Valentine House - Downtown Living1 / 50
    (17)Excellent
    3.9 miles from James Monroe's Highland
    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    Location Information
    Charlottesville, Virginia
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 14
    LAKE FRONT,3 BEDROOM HOUSE - Near UVA,Downtown,Wineries1 / 39
    (3)Average
    3.2 miles from James Monroe's Highland
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Location Information
    Charlottesville, Virginia
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Best Downtown!-Close to the Mall! Entire Apartment!1 / 6
    (11)Very good
    4.2 miles from James Monroe's Highland
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Location Information
    Charlottesville, Virginia
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
    Meriwether Springs Vineyard Estate1 / 24
    (18)Excellent
    9.9 miles from James Monroe's Highland
    4 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Patio
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    Location Information
    Charlottesville, Virginia
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 14
    Welcome to the Wonderfully Comfortable, Caboose at CVille Cottage1 / 19
    (1)Very good
    4.8 miles from James Monroe's Highland
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Location Information
    Charlottesville, Virginia
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Historic Spacious Country Farmhouse near Charlottesville, UVa, Wineries1 / 23
    (27)Excellent
    14.9 miles from James Monroe's Highland
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Location Information
    Charlottesville, Virginia
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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