Vacation rentals in Medfield, MA

79 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Medfield, MA

Cozy Private Garden Suite near Gillette Stadium,Boston/BBQ/Parking/Walk to Train - Medfield, MA

Cozy Private Garden Suite near Gillette Stadium,Boston/BBQ/Parking/Walk to Train

Apartment, Medfield

Cozy Private Garden Suite near Gillette Stadium,Boston/BBQ/Parking/Walk to Train is a apartment in Medfield, with parking. This stay gives travelers a comfortable base for exploring the…

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About Cozy Private Garden Suite near Gillette Stadium,Boston/BBQ/Parking/Walk to Train

Cozy Private Garden Suite near Gillette Stadium,Boston/BBQ/Parking/Walk to Train is a apartment in Medfield, 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, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,174.

From$126/night
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Warm Cozy 1-bedroom apartment in Marvelous Milford with FAST WiFi &Free Parking - Medfield, MA

Warm Cozy 1-bedroom apartment in Marvelous Milford with FAST WiFi &Free Parking

Apartment, Medfield

Warm Cozy 1-bedroom apartment in Marvelous Milford with FAST WiFi &Free Parking is a apartment in Medfield, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About Warm Cozy 1-bedroom apartment in Marvelous Milford with FAST WiFi &Free Parking

Warm Cozy 1-bedroom apartment in Marvelous Milford with FAST WiFi &Free Parking is a apartment in Medfield, 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, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,247.

From$128/night
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Updated Apt w/ Shared Yard: Near Events & Boston - Medfield, MA

Updated Apt w/ Shared Yard: Near Events & Boston

Apartment, Medfield

Updated Apt w/ Shared Yard: Near Events & Boston is a apartment in Medfield, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Updated Apt w/ Shared Yard: Near Events & Boston

Updated Apt w/ Shared Yard: Near Events & Boston is a apartment in Medfield, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,431.

From$132/night
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Boston Area Hub By Train Station, Gillette Stadium - Medfield, MA

Boston Area Hub By Train Station, Gillette Stadium

Apartment, Medfield

Boston Area Hub By Train Station, Gillette Stadium is a apartment in Medfield, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Boston Area Hub By Train Station, Gillette Stadium

Boston Area Hub By Train Station, Gillette Stadium is a apartment in Medfield, 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 cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,565.

From$139/night
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Browse Vacation Rentals with a Pool in Medfield, MA

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

Perfect World Cup Getaway – Close to Stadium & Pool, Grill & Gym included! - Medfield, MA

Perfect World Cup Getaway – Close to Stadium & Pool, Grill & Gym included!

Holiday Home, Medfield

Perfect World Cup Getaway – Close to Stadium & Pool, Grill & Gym included! is a holiday home in Medfield, with pool access. This stay gives travelers a comfortable base for exploring the…

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About Perfect World Cup Getaway – Close to Stadium & Pool, Grill & Gym included!

Perfect World Cup Getaway – Close to Stadium & Pool, Grill & Gym included! is a holiday home in Medfield, with 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, hot tub, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,598.

From$506/night
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Gorg 6KSF w lrg pool, sleeps 12, 4.5 baths, rec room w bar, pool table & gym. - Medfield, MA

Gorg 6KSF w lrg pool, sleeps 12, 4.5 baths, rec room w bar, pool table & gym.

Holiday Home, Medfield

Gorg 6KSF w lrg pool, sleeps 12, 4.5 baths, rec room w bar, pool table & gym. is a holiday home in Medfield, with pool access, kitchen access, and room for a group. This stay gives…

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About Gorg 6KSF w lrg pool, sleeps 12, 4.5 baths, rec room w bar, pool table & gym.

Gorg 6KSF w lrg pool, sleeps 12, 4.5 baths, rec room w bar, pool table & gym. is a holiday home in Medfield, with pool access, 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: pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $13,295.

From$1,443/night
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Gorgeous, Peaceful Sanctuary on lake minutes from Boston & all local colleges. - Medfield, MA

Gorgeous, Peaceful Sanctuary on lake minutes from Boston & all local colleges.

Holiday Home, Medfield

Gorgeous, Peaceful Sanctuary on lake minutes from Boston & all local colleges. is a holiday home in Medfield, with pool access and kitchen access. This stay gives travelers a comfortable…

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About Gorgeous, Peaceful Sanctuary on lake minutes from Boston & all local colleges.

Gorgeous, Peaceful Sanctuary on lake minutes from Boston & all local colleges. is a holiday home in Medfield, with pool access 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: pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $36,791.

From$4,152/night
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Best Medfield, MA vacation rentals with parking

Find vacation rentals that make arriving by car easier.

3 Mi to Blue Hills Skiing & Hiking! Couple’s Apt - Medfield, MA

3 Mi to Blue Hills Skiing & Hiking! Couple’s Apt

Apartment, Medfield

3 Mi to Blue Hills Skiing & Hiking! Couple’s Apt is a apartment in Medfield, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About 3 Mi to Blue Hills Skiing & Hiking! Couple’s Apt

3 Mi to Blue Hills Skiing & Hiking! Couple’s Apt is a apartment in Medfield, 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 cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,564.

From$161/night
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Modern 3 Bd Oasis, Convenient city living w/ parking - Medfield, MA

Modern 3 Bd Oasis, Convenient city living w/ parking

Apartment, Medfield

Modern 3 Bd Oasis, Convenient city living w/ parking is a apartment in Medfield, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Modern 3 Bd Oasis, Convenient city living w/ parking

Modern 3 Bd Oasis, Convenient city living w/ parking is a apartment in Medfield, 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 cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,467.

From$238/night
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Boston Duplex w/ Foosball Table: 11 Mi to Downtown - Medfield, MA

Boston Duplex w/ Foosball Table: 11 Mi to Downtown

Apartment, Medfield

Boston Duplex w/ Foosball Table: 11 Mi to Downtown is a apartment in Medfield, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Boston Duplex w/ Foosball Table: 11 Mi to Downtown

Boston Duplex w/ Foosball Table: 11 Mi to Downtown is a apartment in Medfield, 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 heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,406.

From$239/night
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Cozy 3 Bed Apt in Quiet Neighborhood - Medfield, MA

Cozy 3 Bed Apt in Quiet Neighborhood

Apartment, Medfield

Cozy 3 Bed Apt in Quiet Neighborhood is a apartment in Medfield, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area,…

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About Cozy 3 Bed Apt in Quiet Neighborhood

Cozy 3 Bed Apt in Quiet Neighborhood is a apartment in Medfield, with parking, 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: kitchen, with kitchen, parking, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,399.

From$245/night
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Best Pet-Friendly Vacation Rentals in Medfield, MA

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

Boston Area Hub By Train Station, Gillette Stadium - Medfield, MA

Boston Area Hub By Train Station, Gillette Stadium

Apartment, Medfield

Boston Area Hub By Train Station, Gillette Stadium is a apartment in Medfield, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Boston Area Hub By Train Station, Gillette Stadium

Boston Area Hub By Train Station, Gillette Stadium is a apartment in Medfield, 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 cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,699.

From$200/night
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Renovated 3rd-Floor Retreat | 3 Beds | Roslindale Village - Medfield, MA

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

Holiday Home, Medfield

Renovated 3rd-Floor Retreat · 3 Beds · Roslindale Village is a holiday home in Medfield, 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 Medfield, 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 $2,162.

From$212/night
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Quaint apartment in charming Framingham, 5 Min to FSU - Medfield, MA

Quaint apartment in charming Framingham, 5 Min to FSU

Apartment, Medfield

Quaint apartment in charming Framingham, 5 Min to FSU is a apartment in Medfield, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Quaint apartment in charming Framingham, 5 Min to FSU

Quaint apartment in charming Framingham, 5 Min to FSU is a apartment in Medfield, with pet-friendly space. 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, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,191.

From$238/night
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Roslindale village condos - Medfield, MA

Roslindale village condos

Apartment, Medfield

Roslindale village condos is a apartment in Medfield, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Roslindale village condos

Roslindale village condos is a apartment in Medfield, 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 cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,336.

From$267/night
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Best Medfield, MA vacation rentals with a kitchen

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

3 Mi to Blue Hills Skiing & Hiking! Couples Apt - Medfield, MA

3 Mi to Blue Hills Skiing & Hiking! Couples Apt

Apartment, Medfield

3 Mi to Blue Hills Skiing & Hiking! Couples Apt is a apartment in Medfield, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About 3 Mi to Blue Hills Skiing & Hiking! Couples Apt

3 Mi to Blue Hills Skiing & Hiking! Couples Apt is a apartment in Medfield, 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 cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,705.

From$222/night
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Stylish Boston Getaway Near Arboretum & T Station! - Medfield, MA

Stylish Boston Getaway Near Arboretum & T Station!

Holiday Home, Medfield

Stylish Boston Getaway Near Arboretum & T Station! is a holiday home in Medfield, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Stylish Boston Getaway Near Arboretum & T Station!

Stylish Boston Getaway Near Arboretum & T Station! is a holiday home in Medfield, 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 cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,685.

From$246/night
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Comfortable 3 Bed Apt in Quiet Neighborhood - Medfield, MA

Comfortable 3 Bed Apt in Quiet Neighborhood

Apartment, Medfield

Comfortable 3 Bed Apt in Quiet Neighborhood is a apartment in Medfield, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the…

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About Comfortable 3 Bed Apt in Quiet Neighborhood

Comfortable 3 Bed Apt in Quiet Neighborhood is a apartment in Medfield, with parking, 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: kitchen, with kitchen, parking, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,555.

From$263/night
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Charming Victorian Furnished Home - Medfield, MA

Charming Victorian Furnished Home

Apartment, Medfield

Charming Victorian Furnished Home is a apartment in Medfield, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Charming Victorian Furnished Home

Charming Victorian Furnished Home is a apartment in Medfield, 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 cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,561.

From$272/night
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Our Favorite Family-Friendly Vacation Rentals in Medfield, MA

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

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

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

Apartment, Medfield

The Enchanted Willow Boston Escape 3BDR/Free Parking/EV Charger/Family-friendly is a apartment in Medfield, 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 Medfield, 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 $2,761.

From$305/night
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Entire Nice Quiet Home, Near All Colleges, Very Convenience in Central Wellesley - Medfield, MA

Entire Nice Quiet Home, Near All Colleges, Very Convenience in Central Wellesley

Holiday Home, Medfield

Entire Nice Quiet Home, Near All Colleges, Very Convenience in Central Wellesley is a holiday home in Medfield, with kitchen access and a quieter setting. This stay gives travelers a…

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About Entire Nice Quiet Home, Near All Colleges, Very Convenience in Central Wellesley

Entire Nice Quiet Home, Near All Colleges, Very Convenience in Central Wellesley is a holiday home in Medfield, with 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 wifi, kitchen, with kitchen, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,297.

From$375/night
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Charming 2-bedroom Guest House in Dedham on Private Estate - Medfield, MA

Charming 2-bedroom Guest House in Dedham on Private Estate

Cottage, Medfield

Charming 2-bedroom Guest House in Dedham on Private Estate is a cottage in Medfield, with pet-friendly space and room for a group. This stay gives travelers a comfortable base for exploring…

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About Charming 2-bedroom Guest House in Dedham on Private Estate

Charming 2-bedroom Guest House in Dedham on Private Estate is a cottage in Medfield, with pet-friendly space 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: pet friendly, pets friendly, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,164.

From$434/night
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Gorgeous MCM Deck House Near Gillette Stadium! - Medfield, MA

Gorgeous MCM Deck House Near Gillette Stadium!

Cottage, Medfield

Gorgeous MCM Deck House Near Gillette Stadium! is a cottage in Medfield, with pet-friendly space, outdoor space, and kitchen access. This stay gives travelers a comfortable base for…

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About Gorgeous MCM Deck House Near Gillette Stadium!

Gorgeous MCM Deck House Near Gillette Stadium! is a cottage in Medfield, with pet-friendly space, outdoor 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 cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,877.

From$480/night
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