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Milton Vacation Rentals

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46 rentals in Milton.
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Beautiful Luxury Renovation | Minutes from T (Red line), vacation rental in Milton

Beautiful Luxury Renovation | Minutes from T (Red line)

Fields Corner West
4 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
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Jacaranda, vacation rental in Milton

Jacaranda

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spacious, Comfy Colonial, minutes to Boston and highways, vacation rental in Milton

Spacious, Comfy Colonial, minutes to Boston and highways

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Furnished Comfy Tina's private villa, vacation rental in Milton

Furnished Comfy Tina's private villa

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Luxury Condo Coolidge Corner Washinton Sq Brookline, vacation rental in Milton

Luxury Condo Coolidge Corner Washinton Sq Brookline

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

Newly Renovated Beach House- Close to Boston

3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Relax and unwind - Outdoor Hot tub - 15 minutes drive to Downtown Boston, vacation rental in Milton

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

5 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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4BR WOLLASTON BEACH/15min to Boston/Beautiful/Safe & Quiet location, vacation rental in Milton

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

4 bedrooms
1 bathroom
Sleeps 12
Match: Sleeps
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Large And Charming 2 Bedrooms Apartment , 2 minutes walk to the Coolidge Corner., vacation rental in Milton

Large And Charming 2 Bedrooms Apartment , 2 minutes walk to the Coolidge Corner.

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 Milton

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

4 bedrooms
2 bathrooms
Sleeps 16
Match: Sleeps
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Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space, vacation rental in Milton

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 Milton

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 Milton

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 Milton

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

4 bedrooms
2 bathrooms
Sleeps 16
Match: Sleeps
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Luxury Bayside Jewel, vacation rental in Milton

Luxury Bayside Jewel

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

~*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 Milton

~*30min to Downtown*~ THE COSMOPOLITAN

Hyde Park
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Spacious Studio Boston-Longwood, vacation rental in Milton

Spacious Studio Boston-Longwood

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Luxury 2 Bedroom 2 Bath Apartment  Fenway Park Boston, vacation rental in Milton

Luxury 2 Bedroom 2 Bath Apartment Fenway Park Boston

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Private, Bright, Beautiful room With private bathroom and Parking, vacation rental in Milton

Private, Bright, Beautiful room With private bathroom and Parking

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Big Studio near Longwood Medical area, vacation rental in Milton

Big Studio near Longwood Medical area

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Quincy center rental house, vacation rental in Milton

Quincy center rental house

2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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2Private Bedroom Close Copley, Fenway Park & Downtown Boston, vacation rental in Milton

2Private Bedroom Close Copley, Fenway Park & Downtown Boston

Mission Hill
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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1 Private Bedroom 5 Guest Close to Fenway Park & Downtown Boston, vacation rental in Milton

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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1 Private Bedroom 6 Guest Close to Fenway Park & Downtown Boston, vacation rental in Milton

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

Jamaica Plain
1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
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1 Private Bedroom 5 Guest Close to Fenway Park & Downtown Boston, vacation rental in Milton

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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3Private Bedroom Close Copley, Fenway Park & Downtown Boston, vacation rental in Milton

3Private Bedroom Close Copley, Fenway Park & Downtown Boston

Mission Hill
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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1 Private Bedroom 4 Guest Close to Fenway Park & Downtown Boston, vacation rental in Milton

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

Jamaica Plain
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Luxurious 1BD/1BA Penthouse in Fenway - 1T, vacation rental in Milton

Luxurious 1BD/1BA Penthouse in Fenway - 1T

Fenway / Kenmore, West Fens, Kenmore
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Massive Stunning 1BD/1BA in Fenway Area, vacation rental in Milton

Massive Stunning 1BD/1BA in Fenway Area

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

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 Milton

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

Jamaica Plain
3 bedrooms
5 bathrooms
Sleeps 6
Match: Sleeps
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8BR 3BATHs Wollaston Beach/15min to Boston/Beautiful/Clean/Safe /Quiet location, vacation rental in Milton

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, vacation rental in Milton

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 Milton

Quiet Comfort in Boston - Large 2 Bed Condo

Roslindale, Bellevue
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Evon - Downtown Boston - Gorgeous Studio Apt Near Subway, vacation rental in Milton

Evon - Downtown Boston - Gorgeous Studio Apt Near Subway

Downtown, Theater District
0 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
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Evon - Downtown Boston - Stunning Apt Near Subway, vacation rental in Milton

Evon - Downtown Boston - Stunning Apt Near Subway

Downtown, Theater District
0 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Evon - Downtown - Gorgeous 2BD/1BA Apt Near Subway T05, vacation rental in Milton

Evon - Downtown - Gorgeous 2BD/1BA Apt Near Subway T05

Downtown, Theater District
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Evon - Downtown - Gorgeous 2BD/2BA Apt Near Subway F06, vacation rental in Milton

Evon - Downtown - Gorgeous 2BD/2BA Apt Near Subway F06

Downtown, Theater District
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Evon - Downtown Boston - Gorgeous Studio Apt Near Subway T10, vacation rental in Milton

Evon - Downtown Boston - Gorgeous Studio Apt Near Subway T10

Downtown, Theater District
0 bedrooms
2 bathrooms
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 Milton

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 Strathmore 2 w/AC |  Huge 3BR  2BA Bilevel Apt w/En-Suite HdTV's | One block, vacation rental in Milton

The Strathmore 2 w/AC | Huge 3BR 2BA Bilevel Apt w/En-Suite HdTV's | One block

Cleveland Circle, Brighton
3 bedrooms
2 bathrooms
Sleeps 7
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 Milton

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 Milton

Modern Retreat in Historic Quincy | Pet Friendly

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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NEW! Boston Apartment - Walk to Downtown Transit!, vacation rental in Milton

NEW! Boston Apartment - Walk to Downtown Transit!

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Fenway Park Vintage Brownstone B&B, vacation rental in Milton

Fenway Park Vintage Brownstone B&B

Fenway / Kenmore, Kenmore
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Quincy center house single room rental, vacation rental in Milton

Quincy center house single room rental

1 bedroom
1 bathroom
Sleeps 1
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Colonial Home, vacation rental in Milton

Colonial Home

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

JB Livery

1 bedroom
1 bathroom
Sleeps 1
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