Vacation rentals in Essex, MA

118 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Essex, MA

Harborside Oasis ★ Harbor View ★ Heart of Downtown - Essex, MA

Harborside Oasis ★ Harbor View ★ Heart of Downtown

Apartment, Essex

Harborside Oasis ★ Harbor View ★ Heart of Downtown is a apartment in Essex, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Harborside Oasis ★ Harbor View ★ Heart of Downtown

Harborside Oasis ★ Harbor View ★ Heart of Downtown is a apartment in Essex, 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 wifi, kitchen, with kitchen, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,649.

From$236/night
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Good Harbor Beach Apt.- 6/10 mile - Essex, MA

Good Harbor Beach Apt.- 6/10 mile

Apartment, Essex

Good Harbor Beach Apt.- 6/10 mile is a apartment in Essex, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Good Harbor Beach Apt.- 6/10 mile

Good Harbor Beach Apt.- 6/10 mile is a apartment in Essex, 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 $1,743.

From$249/night
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Welcoming 1-bedroom in charming Annisquam section of Gloucesterwith beach pass - Essex, MA

Welcoming 1-bedroom in charming Annisquam section of Gloucesterwith beach pass

Holiday Home, Essex

Welcoming 1-bedroom in charming Annisquam section of Gloucesterwith beach pass is a holiday home in Essex, with easy beach access and room for a group. This stay gives travelers a…

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About Welcoming 1-bedroom in charming Annisquam section of Gloucesterwith beach pass

Welcoming 1-bedroom in charming Annisquam section of Gloucesterwith beach pass is a holiday home in Essex, with easy beach 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, ac, air conditioning, heating, and internet.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,788.

From$255/night
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Whole House Steps from Pleasant Pond - Essex, MA

Whole House Steps from Pleasant Pond

Holiday Home, Essex

Whole House Steps from Pleasant Pond is a holiday home in Essex, 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 Essex, 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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Best Essex, MA vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Salem Haunted Happenings Retreat - Essex, MA

Salem Haunted Happenings Retreat

Apartment, Essex

Salem Haunted Happenings Retreat is a apartment in Essex, with parking and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Salem Haunted Happenings Retreat

Salem Haunted Happenings Retreat is a apartment in Essex, with parking 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: parking, onsite parking, ac, air conditioning, and tv.

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

From$244/night
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Coastal Retreat in Old Town Near Harbor & Salem - Essex, MA

Coastal Retreat in Old Town Near Harbor & Salem

Apartment, Essex

Coastal Retreat in Old Town Near Harbor & Salem is a apartment in Essex, with parking and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Coastal Retreat in Old Town Near Harbor & Salem

Coastal Retreat in Old Town Near Harbor & Salem is a apartment in Essex, with parking 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, parking, free parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,937.

From$277/night
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Spy Glass - Views of Ipswich Bay - Essex, MA

Spy Glass - Views of Ipswich Bay

Holiday Home, Essex

Spy Glass - Views of Ipswich Bay is a holiday home in Essex, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Spy Glass - Views of Ipswich Bay

Spy Glass - Views of Ipswich Bay is a holiday home in Essex, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,496.

From$357/night
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Lovely 'the Buoys Cottage' on Annisquam River! - Essex, MA

Lovely 'the Buoys Cottage' on Annisquam River!

Cottage, Essex

Lovely 'the Buoys Cottage' on Annisquam River! is a cottage in Essex, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Lovely 'the Buoys Cottage' on Annisquam River!

Lovely 'the Buoys Cottage' on Annisquam River! is a cottage in Essex, 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 $3,542.

From$432/night
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Best Pet-Friendly Vacation Rentals in Essex, MA

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

Dusk Suite at The Hygge House, Dusk Suite at The Hygge House - Essex, MA

Dusk Suite at The Hygge House, Dusk Suite at The Hygge House

Apartment, Essex

Dusk Suite at The Hygge House, Dusk Suite at The Hygge House is a apartment in Essex, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Dusk Suite at The Hygge House, Dusk Suite at The Hygge House

Dusk Suite at The Hygge House, Dusk Suite at The Hygge House is a apartment in Essex, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,760.

From$251/night
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Charming 1-bedroom condo in marvelous Marblehead with hidden patio - Essex, MA

Charming 1-bedroom condo in marvelous Marblehead with hidden patio

Condo, Essex

Charming 1-bedroom condo in marvelous Marblehead with hidden patio is a condo in Essex, with pet-friendly space, outdoor space, and room for a group. This stay gives travelers a comfortable…

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About Charming 1-bedroom condo in marvelous Marblehead with hidden patio

Charming 1-bedroom condo in marvelous Marblehead with hidden patio is a condo in Essex, with pet-friendly space, outdoor 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 $2,018.

From$288/night
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The Duval House - Essex, MA

The Duval House

Condo, Essex

The Duval House is a condo in Essex, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About The Duval House

The Duval House is a condo in Essex, 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: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,942.

From$420/night
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Winter deal! Delightful 3-4 bed one floor, 3 baths, fireplace - Essex, MA

Winter deal! Delightful 3-4 bed one floor, 3 baths, fireplace

Holiday Home, Essex

Winter deal! Delightful 3-4 bed one floor, 3 baths, fireplace is a holiday home in Essex, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for…

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About Winter deal! Delightful 3-4 bed one floor, 3 baths, fireplace

Winter deal! Delightful 3-4 bed one floor, 3 baths, fireplace is a holiday home in Essex, 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: hot tub, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,192.

From$599/night
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Best Essex, MA vacation rentals with a kitchen

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

Salem Haunted Happenings Retreat - Essex, MA

Salem Haunted Happenings Retreat

Apartment, Essex

Salem Haunted Happenings Retreat is a apartment in Essex, with kitchen access and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About Salem Haunted Happenings Retreat

Salem Haunted Happenings Retreat is a apartment in Essex, 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: kitchen, with kitchen, tv, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,314.

From$331/night
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Dot's Place: In the heart of Rockport - Essex, MA

Dot's Place: In the heart of Rockport

Apartment, Essex

Dot's Place: In the heart of Rockport is a apartment in Essex, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Dot's Place: In the heart of Rockport

Dot's Place: In the heart of Rockport is a apartment in Essex, 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 $2,393.

From$342/night
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Single Level Home - Steps to Downtown Gloucester & A/C throughout - Essex, MA

Single Level Home - Steps to Downtown Gloucester & A/C throughout

Holiday Home, Essex

Single Level Home - Steps to Downtown Gloucester & A/C throughout is a holiday home in Essex, with kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Single Level Home - Steps to Downtown Gloucester & A/C throughout

Single Level Home - Steps to Downtown Gloucester & A/C throughout is a holiday home in Essex, 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 fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,611.

From$373/night
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Beach dreaming?? - Essex, MA

Beach dreaming??

Apartment, Essex

Beach dreaming?? is a apartment in Essex, with easy beach access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Beach dreaming??

Beach dreaming?? is a apartment in Essex, with 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, hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,455.

From$494/night
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Our Favorite Family-Friendly Vacation Rentals in Essex, MA

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

Witchy Hideaway Cottage; Close to Beaches, Salem & Train to Boston - Essex, MA

Witchy Hideaway Cottage; Close to Beaches, Salem & Train to Boston

Cottage, Essex

Witchy Hideaway Cottage; Close to Beaches, Salem & Train to Boston is a cottage in Essex, with easy beach access and kitchen access. This stay gives travelers a comfortable base for…

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About Witchy Hideaway Cottage; Close to Beaches, Salem & Train to Boston

Witchy Hideaway Cottage; Close to Beaches, Salem & Train to Boston is a cottage in Essex, with 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, hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,037.

From$291/night
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Maids Quarters; private beach - Essex, MA

Maids Quarters; private beach

Cottage, Essex

Maids Quarters; private beach is a cottage in Essex, with easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Maids Quarters; private beach

Maids Quarters; private beach is a cottage in Essex, with easy beach 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, washer, dryer, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,430.

From$347/night
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Private Cottage with AC & wifi, Steps to the Beach - Essex, MA

Private Cottage with AC & wifi, Steps to the Beach

Cottage, Essex

Private Cottage with AC & wifi, Steps to the Beach is a cottage in Essex, with easy beach access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Private Cottage with AC & wifi, Steps to the Beach

Private Cottage with AC & wifi, Steps to the Beach is a cottage in Essex, with easy beach 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, parking, free parking, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,684.

From$383/night
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Lovely 'The Buoys Cottage' on Annisquam River! - Essex, MA

Lovely 'The Buoys Cottage' on Annisquam River!

Holiday Home, Essex

Lovely 'The Buoys Cottage' on Annisquam River! is a holiday home in Essex, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Lovely 'The Buoys Cottage' on Annisquam River!

Lovely 'The Buoys Cottage' on Annisquam River! is a holiday home in Essex, 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 $2,956.

From$422/night
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