Vacation rentals in Brookline, MA

200 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Brookline, MA

154 Quite & Bright & Spacious Apt in Brighton - Brookline, MA

154 Quite & Bright & Spacious Apt in Brighton

Homestay, Brookline

154 Quite & Bright & Spacious Apt in Brighton is a homestay in Brookline, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About 154 Quite & Bright & Spacious Apt in Brighton

154 Quite & Bright & Spacious Apt in Brighton is a homestay in Brookline, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: parking, free parking, lang::en, can speak english, and non smoking::all.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $765.

From$92/night
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184 Heath St - Brookline, MA

184 Heath St

Guest House, Brookline

184 Heath St is a guest house in Brookline, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About 184 Heath St

184 Heath St is a guest house in Brookline, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $825.

From$95/night
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Esjacpe Guest House 2 - Brookline, MA

Esjacpe Guest House 2

B & B, Brookline

Esjacpe Guest House 2 is a b & b in Brookline, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or…

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About Esjacpe Guest House 2

Esjacpe Guest House 2 is a b & b in Brookline, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, parking, onsite parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $887.

From$100/night
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5BR 2BH Bright & Spacious Apt in Brighton - Brookline, MA

5BR 2BH Bright & Spacious Apt in Brighton

Apartment, Brookline

5BR 2BH Bright & Spacious Apt in Brighton is a apartment in Brookline, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About 5BR 2BH Bright & Spacious Apt in Brighton

5BR 2BH Bright & Spacious Apt in Brighton is a apartment in Brookline, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,337.

From$118/night
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Browse Vacation Rentals with a Pool in Brookline, MA

Add a pool to the search when you want an easy place to cool off between outings.

Sterling 1BR at Everett | Pool & Gym - Brookline, MA

Sterling 1BR at Everett | Pool & Gym

Apartment, Brookline

Sterling 1BR at Everett · Pool & Gym is a apartment in Brookline, with pet-friendly space, pool access, and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Sterling 1BR at Everett | Pool & Gym

Sterling 1BR at Everett · Pool & Gym is a apartment in Brookline, with pet-friendly space, pool access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,009.

From$242/night
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Curated Designer Retreat • Pool • Gym • Dining - Brookline, MA

Curated Designer Retreat • Pool • Gym • Dining

Apartment, Brookline

Curated Designer Retreat · Pool · Gym · Dining is a apartment in Brookline, with pet-friendly space, pool access, and a quieter setting. This stay gives travelers a comfortable base for…

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About Curated Designer Retreat • Pool • Gym • Dining

Curated Designer Retreat · Pool · Gym · Dining is a apartment in Brookline, with pet-friendly space, pool access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,241.

From$271/night
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Elegant Oasis with Pool and Gym - Brookline, MA

Elegant Oasis with Pool and Gym

Apartment, Brookline

Elegant Oasis with Pool and Gym is a apartment in Brookline, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Elegant Oasis with Pool and Gym

Elegant Oasis with Pool and Gym is a apartment in Brookline, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,578.

From$318/night
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Luxe Everett 2BR–2BA w/ Pool, Gym & Parking - Brookline, MA

Luxe Everett 2BR–2BA w/ Pool, Gym & Parking

Apartment, Brookline

Luxe Everett 2BR–2BA w/ Pool, Gym & Parking is a apartment in Brookline, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable base for exploring the…

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About Luxe Everett 2BR–2BA w/ Pool, Gym & Parking

Luxe Everett 2BR–2BA w/ Pool, Gym & Parking is a apartment in Brookline, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,975.

From$369/night
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Best Brookline, MA vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Homestay in Boston Fields Corner Area - Brookline, MA

Homestay in Boston Fields Corner Area

B & B, Brookline

Homestay in Boston Fields Corner Area is a b & b in Brookline, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Homestay in Boston Fields Corner Area

Homestay in Boston Fields Corner Area is a b & b in Brookline, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: parking, free parking, ac, air conditioning, and lang::pt.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,146.

From$139/night
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Spacious apartments near Ashmont - Brookline, MA

Spacious apartments near Ashmont

Apartment, Brookline

Spacious apartments near Ashmont is a apartment in Brookline, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Spacious apartments near Ashmont

Spacious apartments near Ashmont is a apartment in Brookline, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, paid parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,304.

From$143/night
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A Cambridge House Inn - Brookline, MA

A Cambridge House Inn

B & B, Brookline

A Cambridge House Inn is a b & b in Brookline, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or…

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About A Cambridge House Inn

A Cambridge House Inn is a b & b in Brookline, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, paid parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,196.

From$149/night
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HomeStay in Boston West Bellflower Street - Brookline, MA

HomeStay in Boston West Bellflower Street

B & B, Brookline

HomeStay in Boston West Bellflower Street is a b & b in Brookline, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About HomeStay in Boston West Bellflower Street

HomeStay in Boston West Bellflower Street is a b & b in Brookline, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, parking, parking nearby, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,558.

From$189/night
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Best Pet-Friendly Vacation Rentals in Brookline, MA

Bring your pet along with stays that welcome four-legged travelers.

Renovated 3rd-Floor Retreat | 3 Beds | Roslindale Village - Brookline, MA

Renovated 3rd-Floor Retreat | 3 Beds | Roslindale Village

Holiday Home, Brookline

Renovated 3rd-Floor Retreat · 3 Beds · Roslindale Village is a holiday home in Brookline, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a…

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About Renovated 3rd-Floor Retreat | 3 Beds | Roslindale Village

Renovated 3rd-Floor Retreat · 3 Beds · Roslindale Village is a holiday home in Brookline, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,092.

From$204/night
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Cozy Basement Steps Longwood&MassArt 3-Min Walk>T - Brookline, MA

Cozy Basement Steps Longwood&MassArt 3-Min Walk>T

Apartment, Brookline

Cozy Basement Steps Longwood&MassArt 3-Min Walk>T is a apartment in Brookline, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Cozy Basement Steps Longwood&MassArt 3-Min Walk>T

Cozy Basement Steps Longwood&MassArt 3-Min Walk>T is a apartment in Brookline, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,304.

From$235/night
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Entire private 1 bedroom apartment in Brookline - Brookline, MA

Entire private 1 bedroom apartment in Brookline

Apartment, Brookline

Entire private 1 bedroom apartment in Brookline is a apartment in Brookline, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Entire private 1 bedroom apartment in Brookline

Entire private 1 bedroom apartment in Brookline is a apartment in Brookline, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,344.

From$237/night
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Fully private 1bed apt brookline - Brookline, MA

Fully private 1bed apt brookline

Apartment, Brookline

Fully private 1bed apt brookline is a apartment in Brookline, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Fully private 1bed apt brookline

Fully private 1bed apt brookline is a apartment in Brookline, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,541.

From$263/night
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Best Brookline, MA vacation rentals with a kitchen

Compare stays with kitchen access for longer trips and easier meals.

Charming 1BR Apt in Boston w/ ROKU TV! - Brookline, MA

Charming 1BR Apt in Boston w/ ROKU TV!

Apartment, Brookline

Charming 1BR Apt in Boston w/ ROKU TV! is a apartment in Brookline, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Charming 1BR Apt in Boston w/ ROKU TV!

Charming 1BR Apt in Boston w/ ROKU TV! is a apartment in Brookline, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,147.

From$219/night
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A Stylish Stay w/ a Queen Bed, Heated Floors.. #26 - Brookline, MA

A Stylish Stay w/ a Queen Bed, Heated Floors.. #26

Apartment, Brookline

A Stylish Stay w/ a Queen Bed, Heated Floors.. #26 is a apartment in Brookline, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About A Stylish Stay w/ a Queen Bed, Heated Floors.. #26

A Stylish Stay w/ a Queen Bed, Heated Floors.. #26 is a apartment in Brookline, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,860.

From$227/night
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A Stylish Stay w/ a Queen Bed, Heated Floors.. #1 - Brookline, MA

A Stylish Stay w/ a Queen Bed, Heated Floors.. #1

Apartment, Brookline

A Stylish Stay w/ a Queen Bed, Heated Floors.. #1 is a apartment in Brookline, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About A Stylish Stay w/ a Queen Bed, Heated Floors.. #1

A Stylish Stay w/ a Queen Bed, Heated Floors.. #1 is a apartment in Brookline, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,877.

From$229/night
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A Stylish Stay w/ a Queen Bed, Heated Floors.. #14 - Brookline, MA

A Stylish Stay w/ a Queen Bed, Heated Floors.. #14

Apartment, Brookline

A Stylish Stay w/ a Queen Bed, Heated Floors.. #14 is a apartment in Brookline, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About A Stylish Stay w/ a Queen Bed, Heated Floors.. #14

A Stylish Stay w/ a Queen Bed, Heated Floors.. #14 is a apartment in Brookline, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,938.

From$236/night
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Our Favorite Family-Friendly Vacation Rentals in Brookline, MA

Plan a trip with stays that give families more room to spread out.

1000ft² 2BR with Free Parking, King Bed, WFH Setup, Near Harvard, MIT, & Tufts - Brookline, MA

1000ft² 2BR with Free Parking, King Bed, WFH Setup, Near Harvard, MIT, & Tufts

Holiday Home, Brookline

1000ft² 2BR with Free Parking, King Bed, WFH Setup, Near Harvard, MIT, & Tufts is a holiday home in Brookline, with parking, kitchen access, and room for a group. This stay gives travelers…

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About 1000ft² 2BR with Free Parking, King Bed, WFH Setup, Near Harvard, MIT, & Tufts

1000ft² 2BR with Free Parking, King Bed, WFH Setup, Near Harvard, MIT, & Tufts is a holiday home in Brookline, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,390.

From$241/night
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Cozy Cambridge Cottage Retreat Near Harvard - Brookline, MA

Cozy Cambridge Cottage Retreat Near Harvard

Apartment, Brookline

Cozy Cambridge Cottage Retreat Near Harvard is a apartment in Brookline, with pet-friendly space and a quieter setting. This stay gives travelers a comfortable base for exploring the area,…

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About Cozy Cambridge Cottage Retreat Near Harvard

Cozy Cambridge Cottage Retreat Near Harvard is a apartment in Brookline, with pet-friendly space and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,746.

From$279/night
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The Enchanted Willow Boston Escape 3BDR/Free Parking/EV Charger/Family-friendly - Brookline, MA

The Enchanted Willow Boston Escape 3BDR/Free Parking/EV Charger/Family-friendly

Apartment, Brookline

The Enchanted Willow Boston Escape 3BDR/Free Parking/EV Charger/Family-friendly is a apartment in Brookline, with parking and room for a group. This stay gives travelers a comfortable base…

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About The Enchanted Willow Boston Escape 3BDR/Free Parking/EV Charger/Family-friendly

The Enchanted Willow Boston Escape 3BDR/Free Parking/EV Charger/Family-friendly is a apartment in Brookline, with parking and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, parking, free parking, fireplace, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,820.

From$311/night
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Family-Friendly 3BR Vacation Home w/ Free Parking Near Franklin Park 558/1 - Brookline, MA

Family-Friendly 3BR Vacation Home w/ Free Parking Near Franklin Park 558/1

Apartment, Brookline

Family-Friendly 3BR Vacation Home w/ Free Parking Near Franklin Park 558/1 is a apartment in Brookline, with pet-friendly space, parking, and kitchen access. This stay gives travelers a…

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About Family-Friendly 3BR Vacation Home w/ Free Parking Near Franklin Park 558/1

Family-Friendly 3BR Vacation Home w/ Free Parking Near Franklin Park 558/1 is a apartment in Brookline, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,220.

From$340/night
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