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Boston Holiday Rentals

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50 rentals in Boston.
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HB1 at Spring Haven Farm, holiday rental in Boston

HB1 at Spring Haven Farm

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Unique Converted Horsebarn, holiday rental in Boston

Unique Converted Horsebarn

1 bedroom
1 bathroom
Sleeps 6
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Manor House, Spring Haven Farm, holiday rental in Boston

Manor House, Spring Haven Farm

3 bedrooms
2 bathrooms
Sleeps 8
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Perfect for Wedding, Retreat, Workshop or Family Reunion, holiday rental in Boston

Perfect for Wedding, Retreat, Workshop or Family Reunion

5 bedrooms
3 bathrooms
Sleeps 18
Match: Sleeps
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The Cabins at Rose River Farm, holiday rental in Boston

The Cabins at Rose River Farm

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Etlan A-frame With  Front View Of Old Rag Mountain., holiday rental in Boston

Etlan A-frame With Front View Of Old Rag Mountain.

1 bedroom
2 bathrooms
Sleeps 6
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Serenity and Adventure on Historic Blue Ridge Farm, holiday rental in Boston

Serenity and Adventure on Historic Blue Ridge Farm

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Serenity and Adventure on Historic Blue Ridge Farm, holiday rental in Boston

Serenity and Adventure on Historic Blue Ridge Farm

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Cresta Blava in Beautiful Shenandoah Woods, holiday rental in Boston

Cresta Blava in Beautiful Shenandoah Woods

3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Old Rag View Horse Farm with Log Lodge and Treehouse, holiday rental in Boston

Old Rag View Horse Farm with Log Lodge and Treehouse

6 bedrooms
6 bathrooms
Sleeps 16
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Stunning Old Rag and Shenandoah Vistas from this Gorgeous, Peaceful Retreat, holiday rental in Boston

Stunning Old Rag and Shenandoah Vistas from this Gorgeous, Peaceful Retreat

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Romantic Cottage with Hot Tub on Spectacular Rural Estate, holiday rental in Boston

Romantic Cottage with Hot Tub on Spectacular Rural Estate

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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10-Person House on Spectacular Rural Estate w/ Hot Tub, holiday rental in Boston

10-Person House on Spectacular Rural Estate w/ Hot Tub

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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18-Person House with Pool on Spectacular Rural Estate w/ Hot & Pool, holiday rental in Boston

18-Person House with Pool on Spectacular Rural Estate w/ Hot & Pool

6 bedrooms
5 bathrooms
Sleeps 18
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8-Person House on Spectacular Rural Estate w/ Hot Tub, holiday rental in Boston

8-Person House on Spectacular Rural Estate w/ Hot Tub

4 bedrooms
4 bathrooms
Sleeps 8
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Blue Ridge Mountain House Getaway!, holiday rental in Boston

Blue Ridge Mountain House Getaway!

4 bedrooms
4 bathrooms
Sleeps 10
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Lazy Bear Lodge VA :), holiday rental in Boston

Lazy Bear Lodge VA :)

1 bedroom
2 bathrooms
Sleeps 6
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LeFay Cottage at Little Washington, holiday rental in Boston

LeFay Cottage at Little Washington

3 bedrooms
2 bathrooms
Sleeps 6
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Surrounded by majestic trees Hilltop is located in the Piedmont of Virginia., holiday rental in Boston

Surrounded by majestic trees Hilltop is located in the Piedmont of Virginia.

3 bedrooms
3 bathrooms
Sleeps 8
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Walnut Lane - unobstructed views of Skyline Drive, holiday rental in Boston

Walnut Lane - unobstructed views of Skyline Drive

4 bedrooms
3 bathrooms
Sleeps 6
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14-Person House with Pool on Spectacular Rural Estate, holiday rental in Boston

14-Person House with Pool on Spectacular Rural Estate

7 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Amazing Grace  only minutes to town and local attractions, holiday rental in Boston

Amazing Grace only minutes to town and local attractions

3 bedrooms
3 bathrooms
Sleeps 10
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Cottage Getaway for Two with Private Hot Tub, holiday rental in Boston

Cottage Getaway for Two with Private Hot Tub

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Modern Cabin on Old Rag -- Dog-Friendly!, holiday rental in Boston

Modern Cabin on Old Rag -- Dog-Friendly!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Experience Charming LeFay Cottage at Little Washington, holiday rental in Boston

Experience Charming LeFay Cottage at Little Washington

3 bedrooms
2 bathrooms
Sleeps 6
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Magnificent Log Home,60 Private Acres--Stunning Mountain Views SUN DANCER, holiday rental in Boston

Magnificent Log Home,60 Private Acres--Stunning Mountain Views SUN DANCER

6 bedrooms
6 bathrooms
Sleeps 16
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Perfect for large families 5 bedroom home in the Shenandoah Valley, holiday rental in Boston

Perfect for large families 5 bedroom home in the Shenandoah Valley

5 bedrooms
4 bathrooms
Sleeps 14
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Secluded Mountain Cabin, Lakefront, Hiking, Fishing, Relaxing, holiday rental in Boston

Secluded Mountain Cabin, Lakefront, Hiking, Fishing, Relaxing

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Sunridge Retreat in Shenandoah Woods, holiday rental in Boston

Sunridge Retreat in Shenandoah Woods

4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Autumn Ridge cabin in the Blue Ridge Mountains, holiday rental in Boston

Autumn Ridge cabin in the Blue Ridge Mountains

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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K-9 Heaven, Dog run  Free, holiday rental in Boston

K-9 Heaven, Dog run Free

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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SPEND CHRISTMAS OR NEW YEARS ON THE FARM...and we will provide a Christmas Tree!, holiday rental in Boston

SPEND CHRISTMAS OR NEW YEARS ON THE FARM...and we will provide a Christmas Tree!

6 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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12-PERSON HOUSE on Spectacular Estate with enclosed courtyard and Hot Tub, holiday rental in Boston

12-PERSON HOUSE on Spectacular Estate with enclosed courtyard and Hot Tub

5 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
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Modern Sperryville Apartment with a View, holiday rental in Boston

Modern Sperryville Apartment with a View

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Modern 1850s Luray Farmhouse near Lake Arrowhead, holiday rental in Boston

Modern 1850s Luray Farmhouse near Lake Arrowhead

3 bedrooms
2 bathrooms
Sleeps 6
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Old Wagon Lodge In Shenandoah Woods, holiday rental in Boston

Old Wagon Lodge In Shenandoah Woods

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Amazing Grace Getaway, holiday rental in Boston

Amazing Grace Getaway

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Old Wagon Ridge-Relax in the mountains!, holiday rental in Boston

Old Wagon Ridge-Relax in the mountains!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Adorable Rose Cottage in Village of Sperryville, holiday rental in Boston

Adorable Rose Cottage in Village of Sperryville

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Entire Colonial House next to The Inn., holiday rental in Boston

Entire Colonial House next to The Inn.

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Nonesuch : Private loft apartment attached to main house 50acres and 4acre pond, holiday rental in Boston

Nonesuch : Private loft apartment attached to main house 50acres and 4acre pond

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Secluded Log Cottage .Hot tub on Deck and Two Person Whirlpool Tub Fire Place, holiday rental in Boston

Secluded Log Cottage .Hot tub on Deck and Two Person Whirlpool Tub Fire Place

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Half of Colonial House with full kitchen  next to The Inn., holiday rental in Boston

Half of Colonial House with full kitchen next to The Inn.

3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Hilltop Hideaway - Located in wine country on 25 private acres, holiday rental in Boston

Hilltop Hideaway - Located in wine country on 25 private acres

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Cottage in Horse Country, Shenandoah National Park, holiday rental in Boston

Cottage in Horse Country, Shenandoah National Park

3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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House is close to Luray Caverns & Shenandoah Park, holiday rental in Boston

House is close to Luray Caverns & Shenandoah Park

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cozy Rixeyville Cottage w/Deck, Grill, & Stabling!, holiday rental in Boston

Cozy Rixeyville Cottage w/Deck, Grill, & Stabling!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Madison Home: 6 Miles to Shenandoah Nat'l Park!, holiday rental in Boston

Madison Home: 6 Miles to Shenandoah Nat'l Park!

3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Tentrr Signature Site - Sommersweet Farm, holiday rental in Boston

Tentrr Signature Site - Sommersweet Farm

1 bedroom
1 bathroom
Sleeps 8
Match: Sleeps
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Spacious Mountain Home: Family, Pet & WFH Friendly, holiday rental in Boston

Spacious Mountain Home: Family, Pet & WFH Friendly

3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Yes, here are some popular holiday rentals in Boston that have internet access:\n\nSee all holiday rentals in Boston on Tripadvisor