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Wellesley Vacation Rentals

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48 rentals in Wellesley.
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Spacious Private Entrance Master Bedroom/Bath, vacation rental in Wellesley

Spacious Private Entrance Master Bedroom/Bath

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cozy 4 Bedroom Apartment near Boston, vacation rental in Wellesley

Cozy 4 Bedroom Apartment near Boston

4 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Luxury Condo Coolidge Corner Washinton Sq Brookline, vacation rental in Wellesley

Luxury Condo Coolidge Corner Washinton Sq Brookline

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Newly renovated 3 bedroom near Harvard/BU/BC, vacation rental in Wellesley

Newly renovated 3 bedroom near Harvard/BU/BC

Brighton
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Large And Charming 2 Bedrooms Apartment , 2 minutes walk to the Coolidge Corner., vacation rental in Wellesley

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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Grand 6 Bedroom Home Near Boston Sleeps 14+ with free parking, vacation rental in Wellesley

Grand 6 Bedroom Home Near Boston Sleeps 14+ with free parking

6 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
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Clarendon Road, vacation rental in Wellesley

Clarendon Road

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Private 4 BR Condo Close to Boston, vacation rental in Wellesley

Private 4 BR Condo Close to Boston

4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space, vacation rental in Wellesley

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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Stylish 3 Bed Home, Large Kitchen, Free Parking, vacation rental in Wellesley

Stylish 3 Bed Home, Large Kitchen, Free Parking

Allston
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Renovated Boston College Studio, vacation rental in Wellesley

Renovated Boston College Studio

Brighton
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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The Pistachio Room  (Room 2) at The Perthshire House., vacation rental in Wellesley

The Pistachio Room (Room 2) at The Perthshire House.

Brighton
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The Sanctuary (Room 3) at The Perthshire House., vacation rental in Wellesley

The Sanctuary (Room 3) at The Perthshire House.

Brighton
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beautiful Apartment-5 Beds-Parking-Super Clean!, vacation rental in Wellesley

Beautiful Apartment-5 Beds-Parking-Super Clean!

2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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~*Pet Friendly 30min to Downtown*~ THE BOSTONIAN, vacation rental in Wellesley

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

Hyde Park
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Feel at Home in spacious 3B-2.5Ba -Mall/MBTA/Park, vacation rental in Wellesley

Feel at Home in spacious 3B-2.5Ba -Mall/MBTA/Park

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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~*30min to Downtown*~ THE COSMOPOLITAN, vacation rental in Wellesley

~*30min to Downtown*~ THE COSMOPOLITAN

Hyde Park
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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The Tower Room (Room 6) at The Perthshire House., vacation rental in Wellesley

The Tower Room (Room 6) at The Perthshire House.

Brighton
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Clarendon Road, vacation rental in Wellesley

Clarendon Road

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Perfect location, beautiful settting, vacation rental in Wellesley

Perfect location, beautiful settting

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Private Nice and Cozy 4BR-Close to Boston, vacation rental in Wellesley

Private Nice and Cozy 4BR-Close to Boston

4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Cozy Double Room near Harvard Square (Share bathroom), vacation rental in Wellesley

Cozy Double Room near Harvard Square (Share bathroom)

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Spacious Studio Boston-Longwood, vacation rental in Wellesley

Spacious Studio Boston-Longwood

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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New two bedroom Chappy Retreat home with air conditioning., vacation rental in Wellesley

New two bedroom Chappy Retreat home with air conditioning.

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Private and spacious cottage-style home for winter rental-December 14-April 6, vacation rental in Wellesley

Private and spacious cottage-style home for winter rental-December 14-April 6

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Best of Boston Spacious Modern 3br Deck Bathtub BC BU Comfy Bathtub public T Bus, vacation rental in Wellesley

Best of Boston Spacious Modern 3br Deck Bathtub BC BU Comfy Bathtub public T Bus

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Private, Bright, Beautiful room With private bathroom and Parking, vacation rental in Wellesley

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 Wellesley

Big Studio near Longwood Medical area

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Roomy Apartment Minutes from the City, vacation rental in Wellesley

Roomy Apartment Minutes from the City

Brighton
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Quiet Comfort in Boston - Large 2 Bed Condo, vacation rental in Wellesley

Quiet Comfort in Boston - Large 2 Bed Condo

Roslindale, Bellevue
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Entire 3br Sunny Beautiful Large w/parking WiFi cable near BC Boston Cambridge ♫, vacation rental in Wellesley

Entire 3br Sunny Beautiful Large w/parking WiFi cable near BC Boston Cambridge ♫

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Modern and Clean Apartment next to Harvard, Starb ★Free Parking★, vacation rental in Wellesley

Modern and Clean Apartment next to Harvard, Starb ★Free Parking★

Allston
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Apartment in Victorian House, vacation rental in Wellesley

Apartment in Victorian House

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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109S15  The Strathmore 15 w/AC | Queen Bed w/HdTV | One block to Greenline and s, vacation rental in Wellesley

109S15 The Strathmore 15 w/AC | Queen Bed w/HdTV | One block to Greenline and s

Cleveland Circle, Brighton
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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25A2  The Alameda 2 w/AC | 2BR 1BA w/En-Suite HdTV's | Short walk to train, shop, vacation rental in Wellesley

25A2 The Alameda 2 w/AC | 2BR 1BA w/En-Suite HdTV's | Short walk to train, shop

West Roxbury, Brook Farm
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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109S2  The Strathmore 2 w/AC |  Huge 3BR  2BA Bilevel Apt w/En-Suite HdTV's | On, vacation rental in Wellesley

109S2 The Strathmore 2 w/AC | Huge 3BR 2BA Bilevel Apt w/En-Suite HdTV's | On

Cleveland Circle, Brighton
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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109S8  The Strathmore 8 w/AC | 1BR 1BA w/HdTV | One block to the Greenline and s, vacation rental in Wellesley

109S8 The Strathmore 8 w/AC | 1BR 1BA w/HdTV | One block to the Greenline and s

Cleveland Circle, Brighton
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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138R1  The Redlands 1 w/AC | 2BR 1BA w/EnSuite HdTv's | Short walk to train and, vacation rental in Wellesley

138R1 The Redlands 1 w/AC | 2BR 1BA w/EnSuite HdTv's | Short walk to train and

West Roxbury, Brook Farm
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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The King's Room (Room 4) at The Perthshire House, vacation rental in Wellesley

The King's Room (Room 4) at The Perthshire House

Brighton
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The Sunset Room (Room 5) at The Perthshire House., vacation rental in Wellesley

The Sunset Room (Room 5) at The Perthshire House.

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Newly renovated 3 Bedroom w/wifi & parking, vacation rental in Wellesley

Newly renovated 3 Bedroom w/wifi & parking

Brighton
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Charming Modern Spacious 3 bedroom House Romantic Getaway near BC Airport Boston, vacation rental in Wellesley

Charming Modern Spacious 3 bedroom House Romantic Getaway near BC Airport Boston

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Historic JP Brownstone with parking & pets welcome, vacation rental in Wellesley

Historic JP Brownstone with parking & pets welcome

1 bedroom
2 bathrooms
Sleeps 3
Match: Sleeps
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Roslindale village unit 1, vacation rental in Wellesley

Roslindale village unit 1

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Framingham condo unit 2, vacation rental in Wellesley

Framingham condo unit 2

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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New and Stylish 2 Bdrm Apt, Backyard with Patio and Parking Sleeps 4, vacation rental in Wellesley

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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109S14  The Strathmore 14 w/AC | Queen Bed w/HdTV | One block to Greenline and w, vacation rental in Wellesley

109S14 The Strathmore 14 w/AC | Queen Bed w/HdTV | One block to Greenline and w

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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109S9  The Strathmore 9 w/AC | 2BR 1BA w/HDTV's | One block to the Greenline and, vacation rental in Wellesley

109S9 The Strathmore 9 w/AC | 2BR 1BA w/HDTV's | One block to the Greenline and

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Gallery VartVank, vacation rental in Wellesley

Gallery VartVank

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

Colonial Home

1 bedroom
1 bathroom
Sleeps 1
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