Vacation rentals in Wakefield, MA

Best vacation rentals and Airbnb offers in Wakefield, MA

Queen Bed - Boston - RM 2

Homestay, Wakefield

Queen Bed - Boston - RM 2 is a homestay in Wakefield, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Queen Bed - Boston - RM 2

Queen Bed - Boston - RM 2 is a homestay in Wakefield, 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 $1,167.

From$109/night

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Queen Bed - Boston - RM 3

Homestay, Wakefield

Queen Bed - Boston - RM 3 is a homestay in Wakefield, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Queen Bed - Boston - RM 3

Queen Bed - Boston - RM 3 is a homestay in Wakefield, 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 $1,169.

From$109/night

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Train to Boston! Cozy Apartment in Winchester

Apartment, Wakefield

Train to Boston! Cozy Apartment in Winchester is a apartment in Wakefield, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Train to Boston! Cozy Apartment in Winchester

Train to Boston! Cozy Apartment in Winchester is a apartment in Wakefield, 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 $1,014.

From$120/night

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Train to Boston! Cozy Apartment in Winchester

Apartment, Wakefield

Train to Boston! Cozy Apartment in Winchester is a apartment in Wakefield, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Train to Boston! Cozy Apartment in Winchester

Train to Boston! Cozy Apartment in Winchester is a apartment in Wakefield, 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 $897.

From$128/night

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Vacation rentals with a pool in Wakefield, MA

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

Whole House Steps from Pleasant Pond

Holiday Home, Wakefield

Whole House Steps from Pleasant Pond is a holiday home in Wakefield, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Whole House Steps from Pleasant Pond

Whole House Steps from Pleasant Pond is a holiday home in Wakefield, 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: pool, pet friendly, pets friendly, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,799.

From$257/night

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Cody's Place Winthrop Boston Logan Airport Beaches

Apartment, Wakefield

Cody's Place Winthrop Boston Logan Airport Beaches is a apartment in Wakefield, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About Cody's Place Winthrop Boston Logan Airport Beaches

Cody's Place Winthrop Boston Logan Airport Beaches is a apartment in Wakefield, with pool access, easy beach 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: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,066.

From$295/night

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Curated Designer Retreat • Pool • Gym • Dining

Apartment, Wakefield

Curated Designer Retreat · Pool · Gym · Dining is a apartment in Wakefield, 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 Wakefield, 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 $2,534.

From$362/night

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Elegant Oasis with Pool and Gym

Apartment, Wakefield

Elegant Oasis with Pool and Gym is a apartment in Wakefield, 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 Wakefield, 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 $2,566.

From$367/night

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Vacation rentals with parking in Wakefield, MA

Find vacation rentals that make arriving by car easier.

Coastal Stay 2 Modern Ocean View Apartments Walk to Beach 4 Free Parking Spaces

Apartment, Wakefield

Coastal Stay 2 Modern Ocean View Apartments Walk to Beach 4 Free Parking Spaces is a apartment in Wakefield, with easy beach access, parking, and kitchen access. This stay gives travelers a…

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About Coastal Stay 2 Modern Ocean View Apartments Walk to Beach 4 Free Parking Spaces

Coastal Stay 2 Modern Ocean View Apartments Walk to Beach 4 Free Parking Spaces is a apartment in Wakefield, with easy beach access, 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 $2,688.

From$310/night

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A Cambridge House Inn

B & B, Wakefield

A Cambridge House Inn is a b & b in Wakefield, 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 Wakefield, 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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Suite at House of L: Near Boston, Hospitals & Casino – Fast WiFi, Driveway

Condo, Wakefield

Suite at House of L: Near Boston, Hospitals & Casino – Fast WiFi, Driveway is a condo in Wakefield, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Suite at House of L: Near Boston, Hospitals & Casino – Fast WiFi, Driveway

Suite at House of L: Near Boston, Hospitals & Casino – Fast WiFi, Driveway is a condo in Wakefield, 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, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,495.

From$214/night

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6 Mi to Boston Common: Apt in Medford!

Apartment, Wakefield

6 Mi to Boston Common: Apt in Medford! is a apartment in Wakefield, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About 6 Mi to Boston Common: Apt in Medford!

6 Mi to Boston Common: Apt in Medford! is a apartment in Wakefield, 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 $1,903.

From$272/night

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Pet-friendly vacation rentals in Wakefield, MA

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

Ocean Spray Inn

Homestay, Wakefield

Ocean Spray Inn is a homestay in Wakefield, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Ocean Spray Inn

Ocean Spray Inn is a homestay in Wakefield, with pet-friendly space, easy beach 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: free wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,448.

From$168/night

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Charming New England style apartment 6 mi to downtown Boston, 4 mi to airport

Apartment, Wakefield

Charming New England style apartment 6 mi to downtown Boston, 4 mi to airport is a apartment in Wakefield, with pet-friendly space, parking, and kitchen access. This stay gives travelers a…

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About Charming New England style apartment 6 mi to downtown Boston, 4 mi to airport

Charming New England style apartment 6 mi to downtown Boston, 4 mi to airport is a apartment in Wakefield, 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 $1,803.

From$258/night

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Delightful New England Townhome

Condo, Wakefield

Delightful New England Townhome is a condo in Wakefield, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Delightful New England Townhome

Delightful New England Townhome is a condo in Wakefield, 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 $2,373.

From$339/night

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Spacious 7-Room House Near Boston & Salem With Yard and Parking

Holiday Home, Wakefield

Spacious 7-Room House Near Boston & Salem With Yard and Parking is a holiday home in Wakefield, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable…

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About Spacious 7-Room House Near Boston & Salem With Yard and Parking

Spacious 7-Room House Near Boston & Salem With Yard and Parking is a holiday home in Wakefield, 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 $2,756.

From$394/night

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Vacation rentals with a kitchen in Wakefield, MA

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

Luxury 1BR Close to Boston h26a

Apartment, Wakefield

Luxury 1BR Close to Boston h26a is a apartment in Wakefield, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Luxury 1BR Close to Boston h26a

Luxury 1BR Close to Boston h26a is a apartment in Wakefield, 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 ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,762.

From$252/night

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Luxury 1BR near Boston mgq3

Apartment, Wakefield

Luxury 1BR near Boston mgq3 is a apartment in Wakefield, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Luxury 1BR near Boston mgq3

Luxury 1BR near Boston mgq3 is a apartment in Wakefield, 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 ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,859.

From$266/night

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Luxury 2bd/2ba near Boston 3epl

Apartment, Wakefield

Luxury 2bd/2ba near Boston 3epl is a apartment in Wakefield, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Luxury 2bd/2ba near Boston 3epl

Luxury 2bd/2ba near Boston 3epl is a apartment in Wakefield, 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, kitchen, with kitchen, washer, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,906.

From$272/night

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Luxury 1BR Close to Encore xrsd

Apartment, Wakefield

Luxury 1BR Close to Encore xrsd is a apartment in Wakefield, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Luxury 1BR Close to Encore xrsd

Luxury 1BR Close to Encore xrsd is a apartment in Wakefield, 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, gym, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,946.

From$278/night

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Family-friendly vacation rentals in Wakefield, MA

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

House on A+ school area w/AC & W/D

Holiday Home, Wakefield

House on A+ school area w/AC & W/D is a holiday home in Wakefield, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About House on A+ school area w/AC & W/D

House on A+ school area w/AC & W/D is a holiday home in Wakefield, 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 kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,681.

From$240/night

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Charming Colonial Two Bedroom Basement Apartment

Holiday Home, Wakefield

Charming Colonial Two Bedroom Basement Apartment is a holiday home in Wakefield, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Charming Colonial Two Bedroom Basement Apartment

Charming Colonial Two Bedroom Basement Apartment is a holiday home in Wakefield, 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, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,710.

From$244/night

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5 Mi to TD Garden: Quiet Medford Getaway!

Cottage, Wakefield

5 Mi to TD Garden: Quiet Medford Getaway! is a cottage in Wakefield, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the…

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About 5 Mi to TD Garden: Quiet Medford Getaway!

5 Mi to TD Garden: Quiet Medford Getaway! is a cottage in Wakefield, 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 $2,574.

From$303/night

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The Niche: A cozy perfection! Newly Renovated Family Friendly! Near Boston

Holiday Home, Wakefield

The Niche: A cozy perfection! Newly Renovated Family Friendly! Near Boston is a holiday home in Wakefield, with kitchen access and room for a group. This stay gives travelers a comfortable…

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About The Niche: A cozy perfection! Newly Renovated Family Friendly! Near Boston

The Niche: A cozy perfection! Newly Renovated Family Friendly! Near Boston is a holiday home in Wakefield, 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, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,827.

From$404/night

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