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Holbrook Vacation Rentals

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

Beautiful South shore Hidden Gem next to Train Station near Boston

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

Beautiful interiors lakeside recreation center easy access Traeger grill

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

ENCHANTING 6 ROOM COTTAGE ON THE SEA

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Renovated Beach House Close to Everything, Minutes to Boston, vacation rental in Holbrook

Renovated Beach House Close to Everything, Minutes to Boston

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Sunsets on the Bay (Panoramic) NOV,DEC SPECIALS! Savings listed on Vrbo Calendar, vacation rental in Holbrook

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

5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Custom built beach house.  A quiet retreat minutes away from Boston., vacation rental in Holbrook

Custom built beach house. A quiet retreat minutes away from Boston.

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Newly Renovated Beach House- Close to Boston, vacation rental in Holbrook

Newly Renovated Beach House- Close to Boston

3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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4BR WOLLASTON BEACH/15min to Boston/Beautiful/Safe & Quiet location, vacation rental in Holbrook

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

4 bedrooms
1 bathroom
Sleeps 11
Match: Sleeps
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Third Floor Suite in waterfront Victorian on peninsula surrounded by ocean, vacation rental in Holbrook

Third Floor Suite in waterfront Victorian on peninsula surrounded by ocean

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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4BR 2Baths WOLLASTON BEACH/15 min to Boston, Beautiful & Nee & Safe & quiet, vacation rental in Holbrook

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

4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space, vacation rental in Holbrook

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

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Boston's 2 bedroom vacation rental condo near Stony Brook's Orange line subway, vacation 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
Match: Sleeps
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Beachfront Bungalow Suite w/ Parking, vacation rental in Holbrook

Beachfront Bungalow Suite w/ Parking

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

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

4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Luxury Oceanfront Bayside Jewel - **BOOK YOUR WINTER DEALS NOW!!**, vacation rental in Holbrook

Luxury Oceanfront Bayside Jewel - **BOOK YOUR WINTER DEALS NOW!!**

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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~*Pet Friendly 30min to Downtown*~ THE BOSTONIAN, vacation rental in Holbrook

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

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

~*30min to Downtown*~ THE COSMOPOLITAN

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

Quaint colonial! Short walk to Harbor and Restaurants

3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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EARLY BIRD Prices SPRING 2022* Nantasket BEACH, vacation rental in Holbrook

EARLY BIRD Prices SPRING 2022* Nantasket BEACH

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Jacaranda, vacation rental in Holbrook

Jacaranda

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Charming Colonial Overlooking Ocean, vacation rental in Holbrook

Charming Colonial Overlooking Ocean

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

Furnished Comfy Tina's private villa

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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1 Private Bedroom 5 Guest Close to Fenway Park & Downtown Boston, vacation rental in Holbrook

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

Jamaica Plain
1 bedroom
2 bathrooms
Sleeps 5
Match: Sleeps
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Stunning 3BD/3BA in Jamaica Plain Near the Trains #2, vacation rental in Holbrook

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

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

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

Jamaica Plain
3 bedrooms
5 bathrooms
Sleeps 6
Match: Sleeps
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BEACH HOUSE only steps away from the beach...., vacation 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, vacation 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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Walk to Red Line T - Sunny & Spacious & Clean - Modern Amenities - Parking, vacation 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, vacation rental in Holbrook

Quiet Comfort in Boston - Large 2 Bed Condo

Roslindale, Bellevue
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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The Alameda 2 w/AC | 2BR 1BA w/En-Suite HdTV's | Short walk to train, shops and, vacation 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
Match: Sleeps
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The Redlands 1 w/AC | 2BR 1BA w/EnSuite HdTv's | Short walk to train and near Br, vacation 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
Match: Sleeps
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Modern Retreat in Historic Quincy | Pet Friendly, vacation 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!, vacation 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!, vacation rental in Holbrook

NEW! Boston Apartment - Walk to Downtown Transit!

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Spacious, Comfy Colonial, minutes to Boston and highways, vacation rental in Holbrook

Spacious, Comfy Colonial, minutes to Boston and highways

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Waterfront Home, vacation rental in Holbrook

Waterfront Home

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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NEW! Classic Boston Apartment, < 6 Mi to Downtown, vacation rental in Holbrook

NEW! Classic Boston Apartment, < 6 Mi to Downtown

1 bedroom
1 bathroom
Sleeps 8
Match: Sleeps
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Historic JP Brownstone with parking & pets welcome, vacation rental in Holbrook

Historic JP Brownstone with parking & pets welcome

1 bedroom
2 bathrooms
Sleeps 3
Match: Sleeps
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Spacious NEW townhouse 5 beds 3 baths sleeps 8 //20’To Boston, vacation rental in Holbrook

Spacious NEW townhouse 5 beds 3 baths sleeps 8 //20’To Boston

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Newbuilt Entire Single House with free 5 parking//5 bedroom, 4 bathrooms, 8 beds, vacation rental in Holbrook

Newbuilt Entire Single House with free 5 parking//5 bedroom, 4 bathrooms, 8 beds

5 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Totally New built 2021 Entire townhouse// 3 bedrooms, 2.5 bathrooms, vacation rental in Holbrook

Totally New built 2021 Entire townhouse// 3 bedrooms, 2.5 bathrooms

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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2021 NEW BUILT Entire Townhouse//Child and pet friendly, vacation rental in Holbrook

2021 NEW BUILT Entire Townhouse//Child and pet friendly

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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2021 New-built entireTownhouse with 4 beds, vacation rental in Holbrook

2021 New-built entireTownhouse with 4 beds

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Roslindale village unit 1, vacation rental in Holbrook

Roslindale village unit 1

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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NEW! Trendy Boston Apt by Beach, 2 Mi to Downtown!, vacation rental in Holbrook

NEW! Trendy Boston Apt by Beach, 2 Mi to Downtown!

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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New and Stylish 2 Bdrm Apt, Backyard with Patio and Parking Sleeps 4, vacation rental in Holbrook

New and Stylish 2 Bdrm Apt, Backyard with Patio and Parking Sleeps 4

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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BEACH lover's dream LOCATION***Early Bird**Summer 2022***, vacation rental in Holbrook

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

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Colonial Home, vacation rental in Holbrook

Colonial Home

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

JB Livery

1 bedroom
1 bathroom
Sleeps 1
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