Rockport vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Rockport

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Guest favorite

Condo in Rockport

4.99 out of 5 average rating, 184 reviews

6 Tuna Wharf - Harbor right outside kitchen door!

Dreaming of summer vacation in Rockport? This condo is in the middle of the action and excitement of Bearskin Neck yet private & directly on the wharf. Classy beachy condo overlooking Rockport Harbor & Motif 1. Steps from shops, beaches, restaurants, art galleries & beaches. Outside the kitchenette, a private patio on the wharf for morning coffee, grilling or evening happy hour. Relax and watch the boats go by year round! A fun getaway even in the off season. Book early to secure your trip!

Aug 9 – 16

R6,872 ZAR per night
Guest favorite

Loft in Rockport

5.0 out of 5 average rating, 194 reviews

Chic Downtown Loft ☆ Private Parking ☆ Ocean View

Enjoy the coastal and seaside views from the renovated and bright "jewel" located in the charming seaside New England town of Rockport on Cape Ann. The loft is centrally located is literally steps to the beaches, the Bearskin Neck cafes, restaurants, boutiques, art shops, and the Shalin Liu. 1-min walk to Bearskin Neck & Motif No.1 5-min walk to Front Beach + easy access to many others 8-min drive to Halibut Point Park 25-min drive to Salem 1-hour drive to Boston 15-min walk MBTA Train Station

Oct 19 – 26

R4,806 ZAR per night
Guest favorite

Apartment in Rockport

4.91 out of 5 average rating, 117 reviews

Old Harbor

Right on the Old Harbor on Bearskin Neck (on the Atlantic), a two-story light, airy apartment just steps from shops, restaurants, and beaches - the top two floors of the building. Amazing views from large bay windows, enormous deck complete with table and chairs. Two beds (one Queen, one Full) + a full-size pullout sofa. One on-site parking space as well. Mini-split A/C units on each floor. Bring your kayak or paddleboard, step down 3 stairs and you are in the water! Have a good swim!

Feb 27 – Mar 6

R6,390 ZAR per night

Popular amenities for Rockport vacation rentals

Stay near Rockport's top sights

Roy Moore Lobster Co45 locals recommend
Roy Moore's Fish Shack Restaurant26 locals recommend
The Lobster Pool44 locals recommend
Rockport Music-Shalin Liu Performance Center77 locals recommend
Long Beach Gloucester10 locals recommend
Motif #134 locals recommend

Rockport home rentals

Guest favorite

Home in Gloucester

4.96 out of 5 average rating, 121 reviews

Booking spring/summer-Overlooking Lobster Cove

Jan 20 – 27

R5,782 ZAR per night
Superhost

Home in Gloucester

4.93 out of 5 average rating, 123 reviews

Wonderful Rocky Neck home on Gloucester harbor

Nov 21 – 28

R7,375 ZAR per night
Guest favorite

Home in Gloucester

4.99 out of 5 average rating, 153 reviews

Rocky Neck Retreat 4 Bedroom/2Bath/Kitchen/Laundry

Aug 5 – 12

R9,989 ZAR per night
Guest favorite

Home in Gloucester

4.82 out of 5 average rating, 161 reviews

Gloucester Private Contemporary 4 bedrooms

May 27 – Jun 3

R7,443 ZAR per night
Superhost

Home in Gloucester

4.9 out of 5 average rating, 105 reviews

Gloucester Beach House, near Good Harbor Beach!

Dec 15 – 22

R3,756 ZAR per night
Guest favorite

Home in Ipswich

4.98 out of 5 average rating, 170 reviews

Stagehill Beach House

Dec 16 – 23

R9,772 ZAR per night
Guest favorite

Home in Marblehead

4.91 out of 5 average rating, 169 reviews

Bungalow in Downtown Marblehead

Dec 17 – 24

R2,746 ZAR per night
Superhost

Home in Gloucester

4.8 out of 5 average rating, 137 reviews

Gloucester getaway ocean escape

Apr 5 – 12

R3,745 ZAR per night
Guest favorite

Home in Lynn

4.91 out of 5 average rating, 225 reviews

Clean, spacious In-Law Suite -Near Everything

Dec 30 – Jan 6

R2,757 ZAR per night
Guest favorite

Home in Rye

4.99 out of 5 average rating, 218 reviews

*Beachfront* Vintage Coastal Cottage - Relaxation

Oct 30 – Nov 6

R4,722 ZAR per night
Guest favorite

Home in Kittery

4.95 out of 5 average rating, 424 reviews

water view property "The Little House"

Mar 14 – 21

R2,874 ZAR per night
Guest favorite

Home in Marblehead

4.98 out of 5 average rating, 185 reviews

Authentic Rustic Single Family Home in Old Town

Dec 19 – 26

R7,114 ZAR per night

Rockport beach vacation rentals

Guest favorite

Guest suite in Rockport

4.97 out of 5 average rating, 101 reviews

8 Bells by the Sea - Private Suite-On the Beach!

Sep 19 – 26

R5,686 ZAR per night
Guest favorite

Guest suite in Gloucester

4.98 out of 5 average rating, 374 reviews

SplashLanding Private Beach Getaway in Gloucester

Oct 1 – 8

R7,004 ZAR per night
Superhost

Apartment in Rockport

4.87 out of 5 average rating, 163 reviews

"Rockport Sail Loft: 2 Bed/1 Bath Oceanfront Haven

Aug 24 – 31

R8,488 ZAR per night
Guest favorite

Apartment in Rockport

4.93 out of 5 average rating, 126 reviews

Directly on the water! Private parking!

Oct 8 – 15

R5,600 ZAR per night
Guest favorite

Apartment in Gloucester

4.97 out of 5 average rating, 101 reviews

The Gilbert: 1-Bed downtown suite, walk to beach.

May 6 – 13

R4,130 ZAR per night
Guest favorite

Guest suite in Gloucester

4.98 out of 5 average rating, 128 reviews

The Carriage House near Plum Cove Beach

Jan 10 – 17

R4,907 ZAR per night
Guest favorite

Apartment in Beverly

4.92 out of 5 average rating, 446 reviews

Private apartment 10 min to Salem!

Apr 7 – 14

R2,291 ZAR per night
Guest favorite

Apartment in Beverly

4.93 out of 5 average rating, 613 reviews

Beverly Farms Apartment “Homeport”

Dec 5 – 12

R3,185 ZAR per night
Guest favorite

Apartment in Gloucester

4.94 out of 5 average rating, 108 reviews

Walk to Good Harbor Beach

Jun 14 – 21

R3,787 ZAR per night
Guest favorite

Condo in Rockport

4.89 out of 5 average rating, 37 reviews

In Town One Room Studio-Walk to Shops/Beaches

Apr 30 – May 7

R1,930 ZAR per night
Guest favorite

Apartment in Rockport

5.0 out of 5 average rating, 29 reviews

Little Apartment by the Sea

Jan 8 – 15

R2,658 ZAR per night
Guest favorite

Condo in Rockport

5.0 out of 5 average rating, 29 reviews

Panoramic Ocean Views in Rockport

Jun 12 – 19

R4,756 ZAR per night

Beach home rentals in Rockport

Superhost

Home in Marblehead

4.9 out of 5 average rating, 174 reviews

Charming 4 Bedroom House on Pond + Walk to Sea!

Nov 7 – 14

R13,040 ZAR per night
Superhost

Home in Salisbury

4.91 out of 5 average rating, 113 reviews

NEW 3BR home, incredible views - Beach across St

Nov 13 – 20

R4,258 ZAR per night
Guest favorite

Home in Rockport

4.94 out of 5 average rating, 31 reviews

Pleasant Place

Jun 5 – 12

R6,864 ZAR per night
Guest favorite

Home in Rockport

5.0 out of 5 average rating, 44 reviews

Sunny Cove Cottage, Newly Renovated!

Jan 16 – 23

R6,434 ZAR per night
Guest favorite

Home in Rockport

5.0 out of 5 average rating, 6 reviews

Breathtaking Renovated Rockport Home-Walk to Beach

Sep 6 – 13

R10,347 ZAR per night
Guest favorite

Home in Rockport

5.0 out of 5 average rating, 13 reviews

Modern farmhouse with all the comforts of home!

Nov 29 – Dec 6

R8,423 ZAR per night
Guest favorite

Home in Rockport

4.84 out of 5 average rating, 45 reviews

Welcome to your Rockport Oasis

Nov 13 – 20

R8,299 ZAR per night
Guest favorite

Home in Gloucester

4.97 out of 5 average rating, 86 reviews

Charming Year Round Home, Plum Cove Cottage

Sep 21 – 28

R3,863 ZAR per night
Guest favorite

Home in Rockport

5.0 out of 5 average rating, 5 reviews

Adorable renovated house, steps from Front Beach

Oct 27 – Nov 3

R8,153 ZAR per night
Guest favorite

Home in Rockport

4.91 out of 5 average rating, 44 reviews

The O’Connor House

Sep 11 – 18

R7,631 ZAR per night
Superhost

Home in Gloucester

5.0 out of 5 average rating, 18 reviews

Charming Harbor View Home

Feb 1 – 8

R2,221 ZAR per night
Guest favorite

Home in Rockport

4.98 out of 5 average rating, 45 reviews

Large Yard|Fire Table|6min walk DNTN|New

Aug 19 – 26

R16,666 ZAR per night

Quick stats about vacation rentals in Rockport

Total rentals

280 properties

Rentals with a pool

10 properties have a pool

Pet-friendly rentals

60 properties allow pets

Family-friendly rentals

150 properties are a good fit for families

Total number of reviews

12K reviews

Nightly prices starting at

R569 ZAR before taxes and fees

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Rockport?

    Yes! Work meets play with ease at over 120 vacation rentals in Rockport featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Rockport?

    Four-legged friends are welcome in Rockport. Choose from more than 60 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in house rentals in Rockport?

    Experience the best of Rockport with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Rockport have self check-in?

    Absolutely! We offer over 50 house rentals with self check-in in Rockport. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Rockport have a bbq area?

    Absolutely! We offer over 60 house rentals with a bbq area in Rockport. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Rockport?

    Rockport has more than 90 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there Rockport vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Rockport, available on Airbnb. Make a splash and soak up the sun in style!

  • What are the most popular amenities for House Rentals in Rockport?

    Enhance your stay in our House Rentals with the most popular amenities: over 50 homes with self check-in, over 60 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

  1. Airbnb
  2. United States
  3. Massachusetts
  4. Essex County
  5. Rockport