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.

0 of 0 items showing

1 of 3 pages

Guest favorite

Condo in Rockport

4.99 out of 5 average rating, 185 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!

Jun 24 – Jul 1

G$71,730 GYD per night

Guest favorite

Loft in Rockport

5.0 out of 5 average rating, 198 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

Dec 16 – 23

G$36,054 GYD per night

Guest favorite

Apartment in Rockport

4.96 out of 5 average rating, 257 reviews

Harbor Retreat | Ocean View | Heart of Downtown

Discover Rockport's Harbor View Apartment! 🌊 This newly renovated 1-bedroom on the second level boasts stunning harbor views from a private deck. Steps from Bearskin Neck, enjoy proximity to unique shops 🛍️, fine dining 🍽️, and beaches 🏖️. Equipped with high-speed WiFi, a 55" Smart TV, and a Murphy couch. Perfect for experiencing Rockport's vibrant atmosphere. Note: Guests must climb stairs and the downtown location can be lively and noisy 🌆. Book your unforgettable seaside escape today! ⚓

Mar 31 – Apr 7

G$32,675 GYD per night

Guest favorite

Condo in Rockport

4.99 out of 5 average rating, 144 reviews

Bearskin Neck Rockport ★ Amazing Views ★ Parking

From the deck of this New England vacation retreat enjoy amazing views of Rockport Harbor and the iconic Motif #1. Steps from delightful shops, restaurants, and ice cream & coffee shops, this recently updated 1-bedroom, 1-bathroom condo with rare, on-site parking is located in the heart of Rockport right on Bearskin Neck. Enjoy beautiful ocean breezes sipping coffee or cocktails on the deck of this sweet beach retreat nestled on the Atlantic coast. Come fall in love with charming Rockport!

Dec 14 – 21

G$63,198 GYD per night

Guest favorite

Loft in Gloucester

4.9 out of 5 average rating, 167 reviews

Rocky Neck Studio/Loft, Gloucester, Mass.

Welcome 2024! We look forward to you visiting RockyNeck in Gloucester. You will be sure to enjoy various special activities and events this summer and fall. We are located in the "quiet end", on a private residential dead end street in a historic artist colony . Nearby public transportation, Audubon sites, cultural events, the Gloucester Stage Co and beaches . Parking is on street with a parking lot nearby, if needed. PLEASE NOTE: the yard is private Bring your passcodes for TV

Mar 1 – 8

G$25,594 GYD per night

Guest favorite

Apartment in Rockport

4.94 out of 5 average rating, 148 reviews

Mary's By The Sea

A unique 650 square foot ground floor apartment across the street from Front Beach. A 6 minute walk from the Rockport Commuter Train Station, MBTA. We have an in town location . There is a separate bedroom with a queen mattress and a pullout sofa bed in the living area. The pullout sofa is most ideal for teens or smaller kids .There is a bathroom with a sink and toilet. There is another room with a sink and shower. We provide one parking spot next door at The Cove parking lot.

Mar 30 – Apr 6

G$39,971 GYD per night

Guest favorite

Tiny home in Rockport

4.94 out of 5 average rating, 128 reviews

Little Red House on Bearskin Neck!

Rockport is a lovely seaside town just 40 miles northeast of Boston at the tip of Cape Ann. It is a small peninsula surrounded by the Atlantic Ocean known for its beaches, seafood, art, and one of a kind shopping. Full of beauty&serenity RCKPT invites you to slow down. Of course you can come explore too! There is no shortage of beaching, swimming, sailing, trailing, kayaking, paddle boarding and diving . The Lil House sits in the center of it all (the neck!) Beauty awaits!

May 5 – 12

G$38,837 GYD per night

Guest favorite

Cottage in Gloucester

4.97 out of 5 average rating, 101 reviews

Sunny & private cottage in Lanesville Village

Sunny private 2 bedroom cottage with large garden, deck,and great Lanesville location near the ocean. In the off-season, a quiet escape -perfect for focused work, writing, painting or reading, Please contact host for discounts on longer stays (of a week or more) Living room with large flat screen smart TV with Roku, fast internet, and lounge with pull out couch and pocket door for privacy. Dogs under 55 lbs allowed (no more than 2 ) no cats. Yard is not fenced in.

Nov 1 – 8

G$35,811 GYD per night

Guest favorite

Home in Rockport

4.97 out of 5 average rating, 282 reviews

Charming Toe-Hold, A Short Walk to Town and Beach

Toe-Hold is a wonderful year-round 1846 home with plenty of rooms, reading nooks and quiet spaces for family and friends of all backgrounds to eat and play together. The gorgeous beaches and picturesque downtown, great restaurants, art galleries and shops for the whole family, are within 10-15 minute walk. Rockport is one of the oldest art colonies in the US, and home to generations of fishermen. Day trips by car or train to Boston and other beautiful historic towns.

May 5 – 12

G$59,291 GYD per night

Guest favorite

Cottage in Rockport

4.98 out of 5 average rating, 100 reviews

Periwinkle Cottage #1 -walk to everything!

In 2024 - we are honored to celebrate 15 years in business! A warm and cozy vibe will welcome you to Unit 1 with its light colored walls and bold artwork. This unit has everything you'll need for a short getaway or a longer stay. Walking distance to everything Rockport has to offer with full kitchen, parking, laundry (laundry available for stays 7-nights or longer only), gas grill, Wifi with all linens supplied and more. Quiet and private. Book your stay today!

Oct 2 – 9

G$44,309 GYD per night

Guest favorite

Guest suite in Rockport

4.99 out of 5 average rating, 611 reviews

Halibut Point State Park. Nature Lovers Retreat

"Tween Coves Cottage" lies nestled next to breathtaking Halibut Pt. State Park. A short walk along wooded paths will lead to the ocean where you can picnic by the water, explore tidal pools, and enjoy a variety of wildlife and vegetation. Distance to the center of Rockport by car is under 10 minutes/ walking is approx. 50 minutes. Distance to the railway station is approx. 5 minutes by car/ walking is approx. 40 minutes.

Dec 5 – 12

G$26,203 GYD per night

Superhost

Apartment in Rockport

4.87 out of 5 average rating, 163 reviews

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

Experience the beauty of Rockport's waterfront at this 2 bed/1 bath oceanfront haven. Located on Bearskin Neck, this historic building was once the Sail Loft and is now your perfect getaway. Enjoy the convenience of being close to the ocean, restaurants, shops, and beaches. Come and make lasting memories at this charming Rockport escape. Don't forget to take advantage of the small patio and kitchen.

Jan 8 – 15

G$30,992 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Rockport vacation rentals

Laptop-friendly workspace

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

Pebble Beach6 locals recommend

Other great vacation rentals in Rockport

Guest favorite

Apartment in Rockport

4.91 out of 5 average rating, 117 reviews

Old Harbor

Nov 1 – 8

G$70,264 GYD per night

Guest favorite

Guest suite in Gloucester

4.98 out of 5 average rating, 376 reviews

SplashLanding Private Beach Getaway in Gloucester

Apr 22 – 29

G$59,641 GYD per night

Guest favorite

Apartment in Rockport

4.9 out of 5 average rating, 146 reviews

Sweet short term rental in Rockport

Sep 12 – 19

G$48,004 GYD per night

Guest favorite

Apartment in Beverly

4.94 out of 5 average rating, 617 reviews

Beverly Farms Apartment “Homeport”

Nov 30 – Dec 7

G$34,887 GYD per night

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 4 – 11

G$62,513 GYD per night

Guest favorite

Apartment in Gloucester

4.97 out of 5 average rating, 102 reviews

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

Mar 28 – Apr 4

G$45,414 GYD per night

Guest favorite

Apartment in Beverly

4.97 out of 5 average rating, 182 reviews

Garden City of the Northshore

Dec 25 – Jan 1

G$25,845 GYD per night

Guest favorite

Apartment in Rockport

4.93 out of 5 average rating, 126 reviews

Directly on the water! Private parking!

Nov 29 – Dec 6

G$61,572 GYD per night

Show all

Rockport home rentals

Superhost

Home in Gloucester

4.94 out of 5 average rating, 124 reviews

Wonderful Rocky Neck home on Gloucester harbor

Jan 20 – 27

G$80,957 GYD per night

Guest favorite

Home in Gloucester

4.99 out of 5 average rating, 154 reviews

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

Dec 4 – 11

G$112,214 GYD per night

Superhost

Home in Gloucester

4.9 out of 5 average rating, 105 reviews

Gloucester Beach House, near Good Harbor Beach!

Dec 7 – 14

G$41,295 GYD per night

Guest favorite

Home in Kittery

4.95 out of 5 average rating, 432 reviews

water view property "The Little House"

Nov 25 – Dec 2

G$31,602 GYD per night

Guest favorite

Home in Marblehead

4.91 out of 5 average rating, 172 reviews

Bungalow in Downtown Marblehead

Feb 20 – 27

G$30,039 GYD per night

Guest favorite

Home in Lynn

4.91 out of 5 average rating, 226 reviews

Clean, spacious In-Law Suite -Near Everything

Feb 16 – 23

G$30,318 GYD per night

Superhost

Home in Gloucester

4.82 out of 5 average rating, 161 reviews

Gloucester Private Contemporary 4 bedrooms

May 20 – 27

G$80,482 GYD per night

Guest favorite

Home in Ipswich

4.98 out of 5 average rating, 170 reviews

Stagehill Beach House

Nov 19 – 26

G$107,441 GYD per night

Show all

Beach home rentals in Rockport

Superhost

Home in Gloucester

4.8 out of 5 average rating, 137 reviews

Gloucester getaway ocean escape

Aug 28 – Sep 4

G$52,102 GYD per night

Guest favorite

Home in Salisbury

4.86 out of 5 average rating, 160 reviews

Spacious 2 bedrooms waterfront free parking &Wi-fi

Oct 23 – 30

G$39,387 GYD per night

Guest favorite

Home in Salisbury

4.91 out of 5 average rating, 114 reviews

NEW 3BR home, incredible views - Beach across St

Jan 10 – 17

G$39,166 GYD per night

Guest favorite

Home in Marblehead

4.87 out of 5 average rating, 133 reviews

Modern 4 Bed 2 Bath home W/ Private outdoor space

Dec 2 – 9

G$61,615 GYD per night

Guest favorite

Home in Salem

5.0 out of 5 average rating, 131 reviews

Downtown Salem Home-Free Parking-Ferry to Boston

Aug 3 – 10

G$95,377 GYD per night

Guest favorite

Home in Rockport

4.94 out of 5 average rating, 31 reviews

Pleasant Place

Jun 4 – 11

G$67,975 GYD per night

Guest favorite

Home in Rockport

4.89 out of 5 average rating, 9 reviews

Breathtaking Renovated Rockport Home-Walk to Beach

Dec 18 – 25

G$113,763 GYD per night

Guest favorite

Home in Rockport

5.0 out of 5 average rating, 46 reviews

Sunny Cove Cottage, Newly Renovated!

Mar 6 – 13

G$70,604 GYD per night

Show all

Quick stats about vacation rentals in Rockport

Total rentals
260 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
G$12,509 GYD before taxes and fees

Frequently Asked Questions

What types of vacation rentals are available in Rockport?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Rockport. From over 20 cottage rentals to over 100 house rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.
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 cottage rentals in Rockport?
Experience the best of Rockport with our cottage rentals, starting at about $130 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do cottage rentals in Rockport have a bbq area?
Absolutely! We offer over 10 cottage rentals with a bbq area in Rockport. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Rockport have wifi?
Absolutely! We offer over 20 cottage rentals with wifi in Rockport. Enjoy a tailored experience with all the comforts you desire.
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!
Do apartment rentals in Rockport have self check-in?
Absolutely! We offer over 20 apartment rentals with self check-in in Rockport. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly cottage rentals in Rockport?
Rockport has more than 10 family-friendly cottage rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Cottage Rentals in Rockport?
Enhance your stay in our Cottage Rentals with the most popular amenities: over 20 homes with wifi, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Rockport vacation rentals

Top-rated vacation rentals in Rockport

Vacation rentals for every style

Cottages

Houses

Apartments

Popular amenities for Rockport vacation rentals

Stay near Rockport's top sights

Other great vacation rentals in Rockport

Apartment in Rockport

Guest suite in Gloucester

Apartment in Rockport

Apartment in Beverly

Guest suite in Rockport

Apartment in Gloucester

Apartment in Beverly

Apartment in Rockport

Rockport home rentals

Home in Gloucester

Home in Gloucester

Home in Gloucester

Home in Kittery

Home in Marblehead

Home in Lynn

Home in Gloucester

Home in Ipswich

Beach home rentals in Rockport

Home in Gloucester

Home in Salisbury

Home in Salisbury

Home in Marblehead

Home in Salem

Home in Rockport

Home in Rockport

Home in Rockport

Quick stats about vacation rentals in Rockport

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

What types of vacation rentals are available in Rockport?

Are there vacation rentals with a dedicated workspace in Rockport?

Are there pet-friendly vacation rentals in Rockport?

How much does it cost to stay in cottage rentals in Rockport?

Do cottage rentals in Rockport have a bbq area?

Do cottage rentals in Rockport have wifi?

Are there Rockport vacation rentals on Airbnb with pools?

Do apartment rentals in Rockport have self check-in?

Are there family-friendly cottage rentals in Rockport?

What are the most popular amenities for Cottage Rentals in Rockport?

Destinations to explore