Vacation rentals in Medway, MA

29 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Medway, MA

Modern LIVIN 1bd 1ba - Medway, MA

Modern LIVIN 1bd 1ba

Apartment, Medway

Modern LIVIN 1bd 1ba is a apartment in Medway, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Modern LIVIN 1bd 1ba

Modern LIVIN 1bd 1ba is a apartment in Medway, 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 $1,222.

From$103/night
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Cozy Private Garden Suite near Gillette Stadium,Boston/BBQ/Parking/Walk to Train - Medway, MA

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

Apartment, Medway

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

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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 Medway, 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 $1,185.

From$127/night
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Warm Cozy 1-bedroom apartment in Marvelous Milford with FAST WiFi &Free Parking - Medway, MA

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

Apartment, Medway

Warm Cozy 1-bedroom apartment in Marvelous Milford with FAST WiFi &Free Parking is a apartment in Medway, 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 Medway, 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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Hopkinton Guest Suite - Medway, MA

Hopkinton Guest Suite

Apartment, Medway

Hopkinton Guest Suite is a apartment in Medway, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Hopkinton Guest Suite

Hopkinton Guest Suite is a apartment in Medway, 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 $1,799.

From$191/night
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Best Medway, MA vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Amazing lake front with sunset views. - Medway, MA

Amazing lake front with sunset views.

Apartment, Medway

Amazing lake front with sunset views. is a apartment in Medway, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Amazing lake front with sunset views.

Amazing lake front with sunset views. is a apartment in Medway, 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 $4,622.

From$518/night
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2 Mi to Gillette Stadium! Foxborough Retreat! - Medway, MA

2 Mi to Gillette Stadium! Foxborough Retreat!

Holiday Home, Medway

2 Mi to Gillette Stadium! Foxborough Retreat! is a holiday home in Medway, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring…

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About 2 Mi to Gillette Stadium! Foxborough Retreat!

2 Mi to Gillette Stadium! Foxborough Retreat! is a holiday home in Medway, 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: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $5,672.

From$546/night
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Gillette Getaway in Milford - Sleeps 16 - Medway, MA

Gillette Getaway in Milford - Sleeps 16

Holiday Home, Medway

Gillette Getaway in Milford - Sleeps 16 is a holiday home in Medway, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About Gillette Getaway in Milford - Sleeps 16

Gillette Getaway in Milford - Sleeps 16 is a holiday home in Medway, 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 $5,684.

From$629/night
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Best Pet-Friendly Vacation Rentals in Medway, MA

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

World Cup!!! House for rent Norwood. 8 miles from Gillette stadium.Walk to train - Medway, MA

World Cup!!! House for rent Norwood. 8 miles from Gillette stadium.Walk to train

Holiday Home, Medway

World Cup!!! House for rent Norwood. 8 miles from Gillette stadium.Walk to train is a holiday home in Medway, with pet-friendly space. This stay gives travelers a comfortable base for…

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About World Cup!!! House for rent Norwood. 8 miles from Gillette stadium.Walk to train

World Cup!!! House for rent Norwood. 8 miles from Gillette stadium.Walk to train is a holiday home in Medway, 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, hot tub, pet friendly, pets friendly, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $5,931.

From$670/night
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Family Oasis just 20 min from Boston & World Cup - Medway, MA

Family Oasis just 20 min from Boston & World Cup

Holiday Home, Medway

Family Oasis just 20 min from Boston & World Cup is a holiday home in Medway, with pet-friendly space and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Family Oasis just 20 min from Boston & World Cup

Family Oasis just 20 min from Boston & World Cup is a holiday home in Medway, 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: free cancellation, pet friendly, pets friendly, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $8,261.

From$903/night
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Location, Location, Location! .9 mile walk to World Cup / Gillette Stadium. - Medway, MA

Location, Location, Location! .9 mile walk to World Cup / Gillette Stadium.

Holiday Home, Medway

Location, Location, Location! .9 mile walk to World Cup / Gillette Stadium. is a holiday home in Medway, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Location, Location, Location! .9 mile walk to World Cup / Gillette Stadium.

Location, Location, Location! .9 mile walk to World Cup / Gillette Stadium. is a holiday home in Medway, 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 $14,099.

From$1,575/night
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The Charles Château Private Estate - Medway, MA

The Charles Château Private Estate

Holiday Home, Medway

The Charles Château Private Estate is a holiday home in Medway, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About The Charles Château Private Estate

The Charles Château Private Estate is a holiday home in Medway, 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, gym, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $24,422.

From$2,710/night
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Our Favorite Family-Friendly Vacation Rentals in Medway, MA

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

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

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

Holiday Home, Medway

Entire Nice Quiet Home, Near All Colleges, Very Convenience in Central Wellesley is a holiday home in Medway, 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 Medway, 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 $3,298.

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

Charming 2-bedroom Guest House in Dedham on Private Estate

Cottage, Medway

Charming 2-bedroom Guest House in Dedham on Private Estate is a cottage in Medway, 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 Medway, 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 $4,105.

From$428/night
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Nature Family Retreat/20 min from Boston and Gillette Stadium. - Medway, MA

Nature Family Retreat/20 min from Boston and Gillette Stadium.

Holiday Home, Medway

Nature Family Retreat/20 min from Boston and Gillette Stadium. is a holiday home in Medway, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a…

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About Nature Family Retreat/20 min from Boston and Gillette Stadium.

Nature Family Retreat/20 min from Boston and Gillette Stadium. is a holiday home in Medway, 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: hot tub, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $5,184.

From$550/night
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2 Mi to Gillette Stadium! Foxborough Retreat! - Medway, MA

2 Mi to Gillette Stadium! Foxborough Retreat!

Cottage, Medway

2 Mi to Gillette Stadium! Foxborough Retreat! is a cottage in Medway, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the…

Read more

About 2 Mi to Gillette Stadium! Foxborough Retreat!

2 Mi to Gillette Stadium! Foxborough Retreat! is a cottage in Medway, 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: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $5,611.

From$639/night
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