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Holiday Rentals in Ipswich

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50 rentals in Ipswich.
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NEW LISTING!~Victorian Getaway Close to Beach, Downtown and Train!, holiday rental in Ipswich

NEW LISTING!~Victorian Getaway Close to Beach, Downtown and Train!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Waterfront Ipswich Escape: 2 Miles to Crane Beach!, holiday rental in Ipswich

Waterfront Ipswich Escape: 2 Miles to Crane Beach!

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Ipswich Cottage w/Beautiful Views, 5 Mins to Beach, holiday rental in Ipswich

Ipswich Cottage w/Beautiful Views, 5 Mins to Beach

4 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Charming apt -2 Bedroom -Close to Beach/Sleeps 6

0 bedrooms
0 bathrooms
Sleeps 0
Match: Sleeps
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4 Bedroom LUX House/with Pool Next Door, holiday rental in Ipswich

4 Bedroom LUX House/with Pool Next Door

4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Oceanfront Home in Estate Setting in Gloucester, holiday rental in Ipswich

Beautiful Oceanfront Home in Estate Setting in Gloucester

4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Beautiful Plum Island Escape; Steps from Beach- Coveted Southern Island Location, holiday rental in Ipswich

Beautiful Plum Island Escape; Steps from Beach- Coveted Southern Island Location

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Artist's Perch: Expansive Marsh and Ocean Views, Luxury Home, Wrap-Around Deck, holiday rental in Ipswich

Artist's Perch: Expansive Marsh and Ocean Views, Luxury Home, Wrap-Around Deck

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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BRAND NEW3 Bedroom On Lobster Cove, Direct Waterfront, Views And Access, w/kayak, holiday rental in Ipswich

BRAND NEW3 Bedroom On Lobster Cove, Direct Waterfront, Views And Access, w/kayak

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Newly Renovated 5 BR, holiday rental in Ipswich

Newly Renovated 5 BR

5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Oceansong on Plum Island, holiday rental in Ipswich

Oceansong on Plum Island

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Renovated Water Front 2BR - amazing View - Walk to Beach, Shps, Restaurant Train, holiday rental in Ipswich

Renovated Water Front 2BR - amazing View - Walk to Beach, Shps, Restaurant Train

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Upscale Cottage On The Atlantic Ocean, holiday rental in Ipswich

Upscale Cottage On The Atlantic Ocean

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Avail all year for your weekend Get-A-Way! Summer 3-night minimum., holiday rental in Ipswich

Avail all year for your weekend Get-A-Way! Summer 3-night minimum.

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Luxury 4 BR/3BA +bonus rm-Rooftop decks w/ Ocean & Marsh View, holiday rental in Ipswich

Luxury 4 BR/3BA +bonus rm-Rooftop decks w/ Ocean & Marsh View

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Spacious Home, 9BR/5BA, Pool, Walk to beach and town., holiday rental in Ipswich

Spacious Home, 9BR/5BA, Pool, Walk to beach and town.

9 bedrooms
5 bathrooms
Sleeps 19
Match: Sleeps
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Plum Island Basin House, holiday rental in Ipswich

Plum Island Basin House

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Private spacious seperate apartment with hardwood floors, kitchen & bathroom., holiday rental in Ipswich

Private spacious seperate apartment with hardwood floors, kitchen & bathroom.

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Plum Island beachfront home with panoramic ocean views, private beach area, holiday rental in Ipswich

Plum Island beachfront home with panoramic ocean views, private beach area

3 bedrooms
2 bathrooms
Sleeps 13
Match: Sleeps
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Cozy Beach house on Plum Island, holiday rental in Ipswich

Cozy Beach house on Plum Island

2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Plum Island Beach Haven W/ Modern Updates and ocean views, holiday rental in Ipswich

Plum Island Beach Haven W/ Modern Updates and ocean views

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cozy Plum Island home with access to PRIVATE BEACH area.  Recently renovated, holiday rental in Ipswich

Cozy Plum Island home with access to PRIVATE BEACH area. Recently renovated

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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One Bedroom Loft Apartment B at Cedar Hill Farm B & B, holiday rental in Ipswich

One Bedroom Loft Apartment B at Cedar Hill Farm B & B

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Cottage at the Cove: A delightful vacation home close to Plum Cove Beach., holiday rental in Ipswich

Cottage at the Cove: A delightful vacation home close to Plum Cove Beach.

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Welcoming Getway Oasis, holiday rental in Ipswich

Welcoming Getway Oasis

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Annisquam Singing Pines: Private riverfront setting & tidal dock., holiday rental in Ipswich

Annisquam Singing Pines: Private riverfront setting & tidal dock.

5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Sea Fox: Custom-designed home with rights to private Coffins Beach, holiday rental in Ipswich

Sea Fox: Custom-designed home with rights to private Coffins Beach

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Clamshell Landing: Bring your game to its squash & tennis courts!, holiday rental in Ipswich

Clamshell Landing: Bring your game to its squash & tennis courts!

6 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Thurston Point: Waterfront rental with deepwater dock on Annisquam River!, holiday rental in Ipswich

Thurston Point: Waterfront rental with deepwater dock on Annisquam River!

3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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The Quirky Cow Room at Cedar Hill Farm B&B, holiday rental in Ipswich

The Quirky Cow Room at Cedar Hill Farm B&B

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Loft Apartment A at Cedar Hill Farm B&B, holiday rental in Ipswich

Loft Apartment A at Cedar Hill Farm B&B

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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The Friendship Room at Cedar Hill Farm B & B, holiday rental in Ipswich

The Friendship Room at Cedar Hill Farm B & B

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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The Cottage, holiday rental in Ipswich

The Cottage

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Booth Cottage: Walk down a private path to fabled Singing Beach., holiday rental in Ipswich

Booth Cottage: Walk down a private path to fabled Singing Beach.

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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Private Contemporary 2-Acre Retreat on Gloucester's Rust Island (4 Bedroom), holiday rental in Ipswich

Private Contemporary 2-Acre Retreat on Gloucester's Rust Island (4 Bedroom)

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Sunset Cove: Waterfront home in Goose Cove section of Gloucester, holiday rental in Ipswich

Sunset Cove: Waterfront home in Goose Cove section of Gloucester

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Waterfront Wonder, holiday rental in Ipswich

Waterfront Wonder

4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Cedar Ledge Annisquam: Ocean views & traditional New England charm., holiday rental in Ipswich

Cedar Ledge Annisquam: Ocean views & traditional New England charm.

6 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
More info
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Annisquam River Sunsets: Enjoy spectacular sunsets and a relaxed river vibe., holiday rental in Ipswich

Annisquam River Sunsets: Enjoy spectacular sunsets and a relaxed river vibe.

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Elegant And Expansive Victorian Home -- Weekly Summer, Thanksgiving or Christmas, holiday rental in Ipswich

Elegant And Expansive Victorian Home -- Weekly Summer, Thanksgiving or Christmas

6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
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Bayview Guest Cottage, holiday rental in Ipswich

Bayview Guest Cottage

2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Plum Island Beach House - Year Round, holiday rental in Ipswich

Plum Island Beach House - Year Round

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Squam Light: A newly renovated cottage, nestled in the village of Annisquam., holiday rental in Ipswich

Squam Light: A newly renovated cottage, nestled in the village of Annisquam.

3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
More info
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New! Unique Seaside Retreat w/View at Conomo Point, holiday rental in Ipswich

New! Unique Seaside Retreat w/View at Conomo Point

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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PI Boulevard!, holiday rental in Ipswich

PI Boulevard!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Chester Square: Waterfront home in historic Annisquam Village., holiday rental in Ipswich

Chester Square: Waterfront home in historic Annisquam Village.

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Terra Nova Cottage, holiday rental in Ipswich

Terra Nova Cottage

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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�Plum Island Oasis w. Sweeping Views of Dunes|Sleeps 6�

0 bedrooms
0 bathrooms
Sleeps 0
Match: Sleeps
More info
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River Watch: Waterfront rental home with views and private dock., holiday rental in Ipswich

River Watch: Waterfront rental home with views and private dock.

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Bray Cottage: A charming cottage close to Wingaersheek Beach., holiday rental in Ipswich

Bray Cottage: A charming cottage close to Wingaersheek Beach.

3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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