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255 Houses

(1) Excellent 

6

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

Cape Ann / Essex

Essex apartment

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$201

Price per night from

$201

13

The Friendship Room at Cedar Hill Farm B & B

Cape Ann / Essex

Essex b and b

1 3 2 nights min

  • 1 bedroom
  • sleeps 3
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$172

Price per night from

$172

30

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

Cape Ann / Essex

Essex house

6 14 3 nights min

  • 6 bedrooms
  • sleeps 14
  • 3 nights min
  • Ask about children
  • Air conditioning

Price per night from

$1,313

Price per night from

$1,313

14

Renovated 19th century home in pastoral setting

Cape Ann / Essex

Essex apartment

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Ask about children

Price per night from

$171

Price per night from

$171

8

The Quirky Cow Room at Cedar Hill Farm B&B

Cape Ann / Essex

Essex b and b

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Nearest beach 2 mi
  • Child Friendly
  • Air conditioning

Price per night from

$184

Price per night from

$184

13

Loft Apartment A at Cedar Hill Farm B&B

Cape Ann / Essex

Essex apartment

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Nearest beach 2 mi
  • Child Friendly
  • Air conditioning

Price per night from

$201

Price per night from

$201

Great rentals within 20 miles that match your search

Distance approx 16.51 km from Essex

(3) Excellent 

73

Serendipity on the North Shore

Massachusetts / Salisbury

Salisbury house

4 9 2 nights min

  • 4 bedrooms
  • sleeps 9
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$400

Price per night from

$400

Distance approx 8.85 km from Essex

(5) Excellent 

21

Family Friendly Apartment, Short Walk to Beach/Downtown, Parking, WiFi, Grill

Cape Ann / Rockport

Rockport apartment

2 7 2 nights min

  • 2 bedrooms
  • sleeps 7
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 mi
  • Child Friendly

Price per night from

$228

Price per night from

$228

Distance approx 9.36 km from Essex

18

GLORIOUS OCEAN VIEWS FROM LOBLOLLY COVE - DECK - SEASIDE PATH TO BEACH AND TOWN

Cape Ann / Rockport

Rockport apartment

2 3 7 nights min

  • 2 bedrooms
  • sleeps 3
  • 7 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$245

Responds fast!
avg. 37 minutes

Price per night from

$245

Distance approx 4.74 km from Essex

28

Tranquil Great Neck Hilltop 2BRHome

Massachusetts / Ipswich

Ipswich house

2 5 3 nights min

  • 2 bedrooms
  • sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$172

Price per night from

$172

Distance approx 8.23 km from Essex

(2) Excellent 

15

Back Beach

Cape Ann / Rockport

Rockport house

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Child Friendly
  • Air conditioning
  • Ask about pets

Price per night from

$492

Responds fast!
avg. 1 hour 35 minutes

Price per night from

$492

Distance approx 5.47 km from Essex

6

Private Sandy beach front home on Great Neck

Massachusetts / Ipswich

Ipswich house

3 7 7 nights min

  • 3 bedrooms
  • sleeps 7
  • 7 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$425

Responds fast!
avg. 3 hours 12 minutes

Price per night from

$425

Distance approx 12.28 km from Essex

25

2017 Rental Plum Island Waterfront home Newbury Ma

Massachusetts / Newbury

Newbury house

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Nearest beach 0.25 mi
  • Child Friendly
  • Air conditioning

Price per night from

$822

Price per night from

$822

Distance approx 15.7 km from Essex

24

Direct Oceanfront Home in Seaside Community

Massachusetts / Nahant

Nahant house

6 17 min stay varies

  • 6 bedrooms
  • sleeps 17
  • min stay varies
  • Child Friendly
  • Private garden

Price per night from

$1,002

Price per night from

$1,002

Distance approx 16.57 km from Essex

(6) Excellent 

28

Serendipity Beach Retreat

Massachusetts / Salisbury

Salisbury house

11 25 min stay varies

  • 11 bedrooms
  • sleeps 25
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$1,263

Price per night from

$1,263

Distance approx 13.45 km from Essex

35

Charming vintage home in Harbor Village with furnished patio & gas grill!

Massachusetts / Newburyport

Newburyport house

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Car not necessary
  • Air conditioning

Price per night from

$118

Price per night from

$118

Distance approx 7.43 km from Essex

(2) Very Good 

18

At the Footbridge entrance to Good Harbor Beach

Cape Ann / Gloucester

Gloucester house

6 12 7 nights min

  • 6 bedrooms
  • sleeps 12
  • 7 nights min
  • Nearest beach 0 mi
  • Child Friendly
  • Private garden

Price per night from

$654

Price per night from

$654

Distance approx 8.17 km from Essex

28

NEW LISTING! Quaint getaway w/ kitchen & lush yard - near beach & town, dogs OK!

Cape Ann / Rockport

Rockport house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Car not necessary
  • Air conditioning

Price per night from

$111

Price per night from

$111

Distance approx 7.36 km from Essex

57

Oceanfront Sunsets; large family cottage included

Massachusetts / Ipswich

Ipswich cottage

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 mi
  • Child Friendly

Price per night from

$344

Price per night from

$344

Distance approx 12.46 km from Essex

25

NEW! Charming Plum Island Beach Cottage w/2 Kayaks

Massachusetts / Plum Island

Plum Island cottage

2 8 min stay varies

  • 2 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$201

Responds fast!
avg. 44 minutes

Price per night from

$201

Distance approx 9.34 km from Essex

(1) Excellent 

14

Cozy Rockport Cottage with Ocean Views

Cape Ann / Rockport

Rockport cottage

2 5 3 nights min

  • 2 bedrooms
  • sleeps 5
  • 3 nights min
  • Child Friendly

Price per night from

$207

Price per night from

$207

Distance approx 4.61 km from Essex

17

The Cottage

Cape Ann / Manchester-by-the-Sea

Manchester-by-the-Sea house

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Nearest beach 0.25 mi
  • Child Friendly
  • Private garden

Price per night from

$450

Price per night from

$450

Distance approx 5.37 km from Essex

11

Stage Fort Park Place

Cape Ann / Gloucester

Gloucester house

5 14 min stay varies

  • 5 bedrooms
  • sleeps 14
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$309

Price per night from

$309

Distance approx 4.4 km from Essex

4

Big Family House; access to private beach

Massachusetts / Ipswich

Ipswich house

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$105

Price per night from

$105

Distance approx 13.79 km from Essex

20

Ocean Front Retreat Close to Boston

Massachusetts / Lynn

Lynn house

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min

Price per night from

$224

Price per night from

$224

Distance approx 8.14 km from Essex

(5) Excellent 

17

4 Bedroom Cottage on the Beach!

Cape Ann / Rockport

Rockport house

4 7 min stay varies

  • 4 bedrooms
  • sleeps 7
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly
“a little bit of heaven” My family and I have rented the cottage for 2 weeks for several years. Friends who come for the first time are speechless when they see the view. This is a wonderful place for children and grandchildren. Little ones run free
…see more

Price per night from

$460

Price per night from

$460

Distance approx 8.34 km from Essex

(3) Excellent 

15

SEASIDE GARDENS AFFORDABLE GUEST ROOM(S) IN VILLAGE BY BEACH, WALK EVERYWHERE!

Cape Ann / Rockport

Rockport b and b

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Nearest beach 0.1 mi
  • Car not necessary
  • Air conditioning

Price per night from

$109

Responds fast!
avg. 29 minutes

Price per night from

$109

Distance approx 9.41 km from Essex

24

OCEAN VIEW- Glenellen Cottage 3 BR WEEKLY RENTALS

Cape Ann / Rockport

Rockport house

3 5 7 nights min

  • 3 bedrooms
  • sleeps 5
  • 7 nights min
  • Child Friendly
  • Pet Friendly
  • Private garden

Price per night from

$409

Price per night from

$409

Distance approx 19.19 km from Essex

8

1 minute walk to subway, 10 minutes to airport

Massachusetts / Revere

Revere b and b

4 8 1 night min

  • 4 bedrooms
  • sleeps 8
  • 1 night min
  • Child Friendly
  • Air conditioning

Price per night from

$81

Responds fast!
avg. 3 hours 24 minutes

Price per night from

$81

Distance approx 4.39 km from Essex

16

Winter Rental.$2,000 per month. Great Neighborhood on Little Neck Ipswich Ma.

Massachusetts / Ipswich

Ipswich house

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$303

Price per night from

$303

Distance approx 8.67 km from Essex

(1) Excellent 

30

Oceanfront Cape Ann retreat w/ stunning views, fireplace, deck, & gas grill!

Massachusetts / Cape Ann

Cape Ann house

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Child Friendly
  • Car not necessary

Price per night from

$415

Price per night from

$415

Distance approx 6.17 km from Essex

8

Humble Suite

Cape Ann / Gloucester

Gloucester guest house

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Child Friendly

Price per night from

$207

Price per night from

$207

Distance approx 14.64 km from Essex

9

Large Furnished room for rent, quiet location

Massachusetts / Lynn

Lynn apartment

1 1 90 nights min

  • 1 bedroom
  • sleeps 1
  • 90 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$29

Price per night from

$29

Distance approx 9.36 km from Essex

17

OCEAN VIEW COTTAGE AT THE SEAWARD - EASY SEASIDE PATH TO OLD GARDEN BEACH

Cape Ann / Rockport

Rockport cottage

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$218

Responds fast!
avg. 37 minutes

Price per night from

$218

Distance approx 5.67 km from Essex

36

Beautiful riverfront home w/gourmet kitchen & water views, 5 miles to Gloucester

Cape Ann / Gloucester

Gloucester house

4 8 2 nights min

  • 4 bedrooms
  • sleeps 8
  • 2 nights min
  • Child Friendly
  • Car not necessary
  • Air conditioning

Price per night from

$319

Price per night from

$319

Distance approx 19.12 km from Essex

(3) Excellent 

17

Newly Renovated Top Floor 1 Bedroom Suite

New Hampshire / Hampton

Hampton condo

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Child Friendly

Price per night from

$224

Price per night from

$224

Distance approx 19.08 km from Essex

(1)  

4

A Block from the Sand! Sleeps 6! 2 Bedrooms

New Hampshire / Hampton

Hampton log cabin

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Ask about children
  • Air conditioning

Price per night from

$228

Responds fast!
avg. 2 hours 38 minutes

Price per night from

$228

Distance approx 19.39 km from Essex

5

29 Jones Ave Apt C

New Hampshire / Hampton

Hampton apartment

2 4 5 nights min

  • 2 bedrooms
  • sleeps 4
  • 5 nights min
  • Child Friendly

Price per night from

$297

Price per night from

$297