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Holbrook Holiday Rentals

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46 rentals in Holbrook.
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Beautiful South shore Hidden Gem next to Train Station near Boston, holiday rental in Holbrook

Beautiful South shore Hidden Gem next to Train Station near Boston

2 bedrooms
4 bathrooms
Sleeps 16
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Beautiful interiors lakeside recreation center easy access Traeger grill, holiday rental in Holbrook

Beautiful interiors lakeside recreation center easy access Traeger grill

2 bedrooms
1 bathroom
Sleeps 8
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ENCHANTING 6 ROOM COTTAGE ON THE SEA, holiday rental in Holbrook

ENCHANTING 6 ROOM COTTAGE ON THE SEA

2 bedrooms
2 bathrooms
Sleeps 6
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Sunsets on the Bay (Panoramic) NOV,DEC SPECIALS! Savings listed on Vrbo Calendar, holiday rental in Holbrook

Sunsets on the Bay (Panoramic) NOV,DEC SPECIALS! Savings listed on Vrbo Calendar

5 bedrooms
3 bathrooms
Sleeps 12
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Newly Renovated Beach House- Close to Boston, holiday rental in Holbrook

Newly Renovated Beach House- Close to Boston

3 bedrooms
2 bathrooms
Sleeps 4
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Relax and unwind - Outdoor Hot tub - 15 minutes drive to Downtown Boston, holiday rental in Holbrook

Relax and unwind - Outdoor Hot tub - 15 minutes drive to Downtown Boston

5 bedrooms
3 bathrooms
Sleeps 8
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4BR WOLLASTON BEACH/15min to Boston/Beautiful/Safe & Quiet location, holiday rental in Holbrook

4BR WOLLASTON BEACH/15min to Boston/Beautiful/Safe & Quiet location

4 bedrooms
1 bathroom
Sleeps 12
Match: Sleeps
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Third Floor Suite in waterfront Victorian on peninsula surrounded by ocean, holiday rental in Holbrook

Third Floor Suite in waterfront Victorian on peninsula surrounded by ocean

2 bedrooms
1 bathroom
Sleeps 5
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Spectacular Views from a Beautiful Newly Renovated Home, holiday rental in Holbrook

Spectacular Views from a Beautiful Newly Renovated Home

3 bedrooms
2 bathrooms
Sleeps 8
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4BR 2Baths WOLLASTON BEACH/15 min to Boston, Beautiful & Nee & Safe & quiet, holiday rental in Holbrook

4BR 2Baths WOLLASTON BEACH/15 min to Boston, Beautiful & Nee & Safe & quiet

4 bedrooms
2 bathrooms
Sleeps 16
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Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space, holiday rental in Holbrook

Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space

2 bedrooms
1 bathroom
Sleeps 6
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Boston's 2 bedroom vacation rental condo near Stony Brook's Orange line subway, holiday rental in Holbrook

Boston's 2 bedroom vacation rental condo near Stony Brook's Orange line subway

Jamaica Plain, Egleston Square
2 bedrooms
1 bathroom
Sleeps 5
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Beachfront Bungalow Suite w/ Parking, holiday rental in Holbrook

Beachfront Bungalow Suite w/ Parking

1 bedroom
1 bathroom
Sleeps 4
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4BR 2BATHs WOLLASTON BEACH/15min to Boston BEAUTIFUL &NEW & SAFE &QUIET LOCATION, holiday rental in Holbrook

4BR 2BATHs WOLLASTON BEACH/15min to Boston BEAUTIFUL &NEW & SAFE &QUIET LOCATION

4 bedrooms
2 bathrooms
Sleeps 16
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~*Pet Friendly 30min to Downtown*~ THE BOSTONIAN, holiday rental in Holbrook

~*Pet Friendly 30min to Downtown*~ THE BOSTONIAN

Hyde Park
2 bedrooms
1 bathroom
Sleeps 5
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~*30min to Downtown*~ THE COSMOPOLITAN, holiday rental in Holbrook

~*30min to Downtown*~ THE COSMOPOLITAN

Hyde Park
2 bedrooms
1 bathroom
Sleeps 6
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Quaint colonial!  Short walk to Harbor and Restaurants, holiday rental in Holbrook

Quaint colonial! Short walk to Harbor and Restaurants

3 bedrooms
1 bathroom
Sleeps 4
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Fabulous beach house on beautiful Sandy Cove, holiday rental in Holbrook

Fabulous beach house on beautiful Sandy Cove

4 bedrooms
3 bathrooms
Sleeps 8
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Luxury Bayside Jewel, holiday rental in Holbrook

Luxury Bayside Jewel

4 bedrooms
4 bathrooms
Sleeps 8
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EARLY BIRD Prices SPRING 2022* Nantasket BEACH, holiday rental in Holbrook

EARLY BIRD Prices SPRING 2022* Nantasket BEACH

2 bedrooms
2 bathrooms
Sleeps 4
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Jacaranda, holiday rental in Holbrook

Jacaranda

3 bedrooms
2 bathrooms
Sleeps 6
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Charming Colonial Overlooking Ocean, holiday rental in Holbrook

Charming Colonial Overlooking Ocean

3 bedrooms
2 bathrooms
Sleeps 6
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Furnished Comfy Tina's private villa, holiday rental in Holbrook

Furnished Comfy Tina's private villa

2 bedrooms
1 bathroom
Sleeps 6
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Quincy center rental house, holiday rental in Holbrook

Quincy center rental house

2 bedrooms
1 bathroom
Sleeps 2
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2Private Bedroom Close Copley, Fenway Park & Downtown Boston, holiday rental in Holbrook

2Private Bedroom Close Copley, Fenway Park & Downtown Boston

Mission Hill
1 bedroom
1 bathroom
Sleeps 5
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1 Private Bedroom 5 Guest Close to Fenway Park & Downtown Boston, holiday rental in Holbrook

1 Private Bedroom 5 Guest Close to Fenway Park & Downtown Boston

Jamaica Plain
1 bedroom
2 bathrooms
Sleeps 5
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1 Private Bedroom 6 Guest Close to Fenway Park & Downtown Boston, holiday rental in Holbrook

1 Private Bedroom 6 Guest Close to Fenway Park & Downtown Boston

Jamaica Plain
1 bedroom
2 bathrooms
Sleeps 6
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1 Private Bedroom 5 Guest Close to Fenway Park & Downtown Boston, holiday rental in Holbrook

1 Private Bedroom 5 Guest Close to Fenway Park & Downtown Boston

Jamaica Plain
1 bedroom
2 bathrooms
Sleeps 5
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3Private Bedroom Close Copley, Fenway Park & Downtown Boston, holiday rental in Holbrook

3Private Bedroom Close Copley, Fenway Park & Downtown Boston

Mission Hill
1 bedroom
1 bathroom
Sleeps 3
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1 Private Bedroom 4 Guest Close to Fenway Park & Downtown Boston, holiday rental in Holbrook

1 Private Bedroom 4 Guest Close to Fenway Park & Downtown Boston

Jamaica Plain
1 bedroom
2 bathrooms
Sleeps 4
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Stunning 3BD/3BA in Jamaica Plain Near the Trains #2, holiday rental in Holbrook

Stunning 3BD/3BA in Jamaica Plain Near the Trains #2

Jamaica Plain
3 bedrooms
5 bathrooms
Sleeps 6
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Stunning 3BD/3BA in Jamaica Plain Near the Trains #1, holiday rental in Holbrook

Stunning 3BD/3BA in Jamaica Plain Near the Trains #1

Jamaica Plain
3 bedrooms
5 bathrooms
Sleeps 6
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BEACH HOUSE only steps away from the beach...., holiday rental in Holbrook

BEACH HOUSE only steps away from the beach....

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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That Old House?!? Historic Beach House on Pond Across from Crescent Beach, holiday rental in Holbrook

That Old House?!? Historic Beach House on Pond Across from Crescent Beach

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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8BR 3BATHs Wollaston Beach/15min to Boston/Beautiful/Clean/Safe /Quiet location, holiday rental in Holbrook

8BR 3BATHs Wollaston Beach/15min to Boston/Beautiful/Clean/Safe /Quiet location

8 bedrooms
3 bathrooms
Sleeps 24
Match: Sleeps
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Walk to Red Line T - Sunny & Spacious & Clean - Modern Amenities - Parking, holiday rental in Holbrook

Walk to Red Line T - Sunny & Spacious & Clean - Modern Amenities - Parking

6 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Quiet Comfort in Boston - Large 2 Bed Condo, holiday rental in Holbrook

Quiet Comfort in Boston - Large 2 Bed Condo

Roslindale, Bellevue
2 bedrooms
1 bathroom
Sleeps 4
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The Alameda 2 w/AC | 2BR 1BA w/En-Suite HdTV's | Short walk to train, shops and, holiday rental in Holbrook

The Alameda 2 w/AC | 2BR 1BA w/En-Suite HdTV's | Short walk to train, shops and

West Roxbury, Brook Farm
3 bedrooms
1 bathroom
Sleeps 6
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The Redlands 1 w/AC | 2BR 1BA w/EnSuite HdTv's | Short walk to train and near Br, holiday rental in Holbrook

The Redlands 1 w/AC | 2BR 1BA w/EnSuite HdTv's | Short walk to train and near Br

West Roxbury, Brook Farm
2 bedrooms
1 bathroom
Sleeps 4
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Modern Retreat in Historic Quincy | Pet Friendly, holiday rental in Holbrook

Modern Retreat in Historic Quincy | Pet Friendly

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beachfront House - Can't get any closer to the beach than this home!, holiday rental in Holbrook

Beachfront House - Can't get any closer to the beach than this home!

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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NEW! Boston Apartment - Walk to Downtown Transit!, holiday rental in Holbrook

NEW! Boston Apartment - Walk to Downtown Transit!

3 bedrooms
1 bathroom
Sleeps 6
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Beautiful Luxury Renovation | Minutes from T (Red line), holiday rental in Holbrook

Beautiful Luxury Renovation | Minutes from T (Red line)

Fields Corner West
4 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
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Spacious, Comfy Colonial, minutes to Boston and highways, holiday rental in Holbrook

Spacious, Comfy Colonial, minutes to Boston and highways

3 bedrooms
3 bathrooms
Sleeps 7
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Waterfront Home, holiday rental in Holbrook

Waterfront Home

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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BEACH lover's dream LOCATION***Early Bird**Summer 2022***, holiday rental in Holbrook

BEACH lover's dream LOCATION***Early Bird**Summer 2022***

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Quincy center house single room rental, holiday rental in Holbrook

Quincy center house single room rental

1 bedroom
1 bathroom
Sleeps 1
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Colonial Home, holiday rental in Holbrook

Colonial Home

1 bedroom
1 bathroom
Sleeps 1
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JB Livery, holiday rental in Holbrook

JB Livery

1 bedroom
1 bathroom
Sleeps 1
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