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191 Houses

(9) Excellent 

14

Charming 2 bedroom Rockport Carriage House

Massachusetts / Rockport

Rockport house

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 mi
  • Air conditioning
“Charm, Comfort and Convenience” Coming from a mountain town, I needed to be near the ocean with my small dog. The owners of the house made themselves available to contact with any questions or needs I had and were warm and welcoming and very knowledge
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Price per night from

$224

Price per night from

$224

Great rentals within 20 miles that match your search

Distance approx 10 km from Rockport

17

Family Paradise on Peaceful Cove. Private Island

Massachusetts / Ipswich

Ipswich house

2 6 4 nights min

  • 2 bedrooms
  • sleeps 6
  • 4 nights min
  • Nearest beach 0.1 mi
  • Child Friendly
  • Pet Friendly

Price per night from

$251

Price per night from

$251

Distance approx 19.62 km from Rockport

12

Great 4 Bedroom Beach House step away from the Ocean

New Hampshire / Seabrook

Seabrook house

4 9 7 nights min

  • 4 bedrooms
  • sleeps 9
  • 7 nights min
  • Child Friendly
  • Pet Friendly
  • Private garden

Price per night from

$321

Responds fast!
avg. 1 hour 37 minutes

Price per night from

$321

Distance approx 9.11 km from Rockport Show on Map

24

Sunny 4BR Ipswich Cottage w/Beautiful Views!

Massachusetts / Ipswich

Ipswich cottage

4 6 min stay varies

  • 4 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$230

Responds fast!
avg. 26 minutes

Price per night from

$230

Distance approx 15.44 km from Rockport

(2) Excellent 

10

Plum Island Cottage for Rent - Weekly/Nightly

Massachusetts / Plum Island

Plum Island house

1 3 2 nights min

  • 1 bedroom
  • sleeps 3
  • 2 nights min
  • Nearest beach 1 mi
  • Child Friendly
  • Air conditioning

Price per night from

$316

Responds fast!
avg. 3 hours 40 minutes

Price per night from

$316

Distance approx 3.41 km from Rockport Show on Map

(6) Excellent 

14

Waterfront 2 Bedroom !

Cape Ann / Gloucester

Gloucester apartment

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 mi
  • Child Friendly

Price per night from

$173

Price per night from

$173

Distance approx 9.54 km from Rockport

15

Beautiful First Floor 2 BR Condo in Manchester

Cape Ann / Manchester-by-the-Sea

Manchester-by-the-Sea townhouse

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$246

Price per night from

$246

Distance approx 10.13 km from Rockport

(1) Excellent 

40

Hillside Ocean View 2BR with Private Beach Access

Massachusetts / Ipswich

Ipswich house

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Child Friendly
  • Pet Friendly
  • Private garden

Price per night from

$151

Price per night from

$151

Distance approx 18.58 km from Rockport

(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

$1,264

Price per night from

$1,264

Distance approx 14.95 km from Rockport

9

PLUM ISLAND VACATION COTTAGE

Massachusetts / Newbury

Newbury cottage

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Child Friendly
  • Car not necessary
  • Pet Friendly

Price per night from

$206

Price per night from

$206

Distance approx 0.1 km from Rockport Show on Map

(1) Excellent 

24

18th Century Cottage with attached guest suite

Cape Ann / Rockport

Rockport cottage

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Child Friendly
  • Ask about pets

Price per night from

$214

Price per night from

$214

Distance approx 18.09 km from Rockport

20

Big Ole Single Family House

Massachusetts / Newburyport

Newburyport house

4 14 1 night min

  • 4 bedrooms
  • sleeps 14
  • 1 night min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$633

Price per night from

$633

Distance approx 16.37 km from Rockport

(1) Excellent 

21

Beautifully Renovated Antique Home

Massachusetts / Marblehead

Marblehead house

4 8 4 nights min

  • 4 bedrooms
  • sleeps 8
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.8 mi
  • Child Friendly

Price per night from

$339

Price per night from

$339

Distance approx 1.98 km from Rockport Show on Map

39

Stunning Views - Spacious Home

Cape Ann / Gloucester

Gloucester house

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.8 mi

Price per night from

$575

Price per night from

$575

Distance approx 10 km from Rockport

4

Off Season Rental Wanted. Perfect if Relocating ,Building or Re-Habing a home.

Massachusetts / Ipswich

Ipswich house

3 8 120 nights min

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

Price per night from

$84

Price per night from

$84

Distance approx 0.1 km from Rockport Show on Map

(2) Excellent 

18

GULLY POINT AT THE SEAWARD EXUDES CLASSIC COASTAL CHARM

Cape Ann / Rockport

Rockport cottage

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 mi
  • Child Friendly

Price per night from

$218

Responds fast!
avg. 37 minutes

Price per night from

$218

Distance approx 3.41 km from Rockport Show on Map

7

Fabulous Waterfront 2 Bedroom - Boat dock option

Cape Ann / Gloucester

Gloucester apartment

2 4 30 nights min

  • 2 bedrooms
  • sleeps 4
  • 30 nights min
  • Ask about pets

Price per night from

$77

Price per night from

$77

Distance approx 15.11 km from Rockport

13

Charming 'Island Time' Beach Cottage on Plum Island / Newburyport MA Circa 1940

Massachusetts / Plum Island

Plum Island house

2 7 7 nights min

  • 2 bedrooms
  • sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Private garden

Price per night from

$222

Price per night from

$222

Distance approx 11.77 km from Rockport

7

New England Room+Bkft (SW)

Massachusetts / Ipswich

Ipswich b and b

1 4 2 nights min

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

Price per night from

$205

Price per night from

$205

Distance approx 18.53 km from Rockport

(3) Excellent 

99

Stunning Eco Wellbeing Penthouse

Massachusetts / Salisbury

Salisbury condo

4 8 2 nights min

  • 4 bedrooms
  • sleeps 8
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$402

Price per night from

$402

Distance approx 16.05 km from Rockport

14

Sweeping Harbor Views, Antique Charm And First Class Amenities In Old Town

Massachusetts / Marblehead

Marblehead apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$184

Price per night from

$184

Distance approx 11.77 km from Rockport

9

New England Room+Bkft (E)

Massachusetts / Ipswich

Ipswich b and b

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Ask about children
  • Air conditioning

Price per night from

$220

Price per night from

$220

Distance approx 3.99 km from Rockport Show on Map

(10) Excellent 

40

Gloucester Harborscape View 1 & 1/2 BR; walk to beach & town

Cape Ann / Gloucester

Gloucester apartment

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 mi
  • Child Friendly

Price per night from

$138

Price per night from

$138

Distance approx 12.02 km from Rockport

24

NEW! Ipswich Townhome w/4-Season Porch & Yard!

Massachusetts / Ipswich

Ipswich townhouse

1 6 min stay varies

  • 1 bedroom
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$81

Responds fast!
avg. 26 minutes

Price per night from

$81

Distance approx 3.32 km from Rockport Show on Map

18

Waterfront Vacation House w/ Dock

Cape Ann / Gloucester

Gloucester house

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 mi
  • Child Friendly

Price per night from

$345

Responds fast!
avg. 1 hour 7 minutes

Price per night from

$345

Distance approx 2.76 km from Rockport Show on Map

11

Cozy Guest Studio

Cape Ann / Gloucester

Gloucester studio

Studio 2 3 nights min

  • Studio
  • sleeps 2
  • 3 nights min

Price per night from

$190

Price per night from

$190

Distance approx 11.77 km from Rockport

9

New England Room+Bkft (C)

Massachusetts / Ipswich

Ipswich b and b

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Air conditioning
  • Ask about pets

Price per night from

$264

Price per night from

$264

Distance approx 0.1 km from Rockport Show on Map

(1) Excellent 

19

LOVER'S COVE AT THE SEAWARD WITH OCEAN VIEWS & SEASIDE PATH TO BEACH &TOWN

Cape Ann / Rockport

Rockport apartment

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • 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 11.77 km from Rockport

8

New England Room+Bkft (V)

Massachusetts / Ipswich

Ipswich b and b

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Air conditioning
  • Ask about pets

Price per night from

$292

Price per night from

$292

Distance approx 8.92 km from Rockport Show on Map

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

$202

Price per night from

$202

Distance approx 3.17 km from Rockport Show on Map

12

Rockwood Cottage

Cape Ann / Gloucester

Gloucester house

2 4 4 nights min

  • 2 bedrooms
  • sleeps 4
  • 4 nights min
  • Child Friendly
  • Private garden

Price per night from

$431

Price per night from

$431

Distance approx 0.1 km from Rockport Show on Map

(2) Excellent 

18

Sea Mist Cottage

Cape Ann / Rockport

Rockport cottage

1 3 2 nights min

  • 1 bedroom
  • sleeps 3
  • 2 nights min

Price per night from

$133

Responds fast!
avg. 2 hours 49 minutes

Price per night from

$133

Distance approx 0.1 km from Rockport Show on Map

13

Gap Cove at The Seaward

Cape Ann / Rockport

Rockport apartment

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$229

Responds fast!
avg. 37 minutes

Price per night from

$229

Distance approx 4.73 km from Rockport Show on Map

28

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

Cape Ann / Gloucester

Gloucester house

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Child Friendly

Price per night from

$460

Price per night from

$460

Distance approx 0.1 km from Rockport Show on Map

15

Can't wait to return to Four Winds in Rockport, MA

Cape Ann / Rockport

Rockport condo

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Air conditioning

Price per night from

$288

Price per night from

$288

Distance approx 5.16 km from Rockport Show on Map

15

Waterfront Wonder

Cape Ann / Gloucester

Gloucester house

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Air conditioning
  • Pet Friendly
  • Private garden

Price per night from

$493

Price per night from

$493

Distance approx 15.3 km from Rockport

9

Downtown Beverly Cozy 2bedroom

Massachusetts / Beverly

Beverly apartment

3 5 1 night min

  • 3 bedrooms
  • sleeps 5
  • 1 night min
  • Child Friendly
  • Car not necessary

Price per night from

$138

Price per night from

$138

Distance approx 15.97 km from Rockport

18

Beautifully Appointed Home in Old Town

Massachusetts / Marblehead

Marblehead house

3 6 4 nights min

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

Price per night from

$380

Responds fast!
avg. 2 hours 4 minutes

Price per night from

$380