Rockport vacation rentals

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Top-rated vacation rentals in Rockport

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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!

May 31 – Jun 7

ﺩ.ﺇ1,264 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! ⚓

Jan 15 – 22

ﺩ.ﺇ548 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

Sep 30 – Oct 7

ﺩ.ﺇ869 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 13 – 20

ﺩ.ﺇ1,112 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

Apr 12 – 19

ﺩ.ﺇ451 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.

Feb 20 – 27

ﺩ.ﺇ704 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!

Dec 14 – 21

ﺩ.ﺇ760 per night

Guest favorite

Cottage in Gloucester

4.97 out of 5 average rating, 100 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.

Dec 22 – 29

ﺩ.ﺇ631 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.

Nov 11 – 18

ﺩ.ﺇ865 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

ﺩ.ﺇ781 per night

Superhost

Apartment in Rockport

4.79 out of 5 average rating, 170 reviews

Rockport's Best Kept Secret: 2 Bed/1 Bath on Bears

Experience the charm and uniqueness of Rockport, Ma on Bearskin Neck! Stay in a historic building, formerly the Sail Loft, with exposed beams and hooks embedded in posts from mending sails. Enjoy a small Juliette style balcony overlooking Bearskin Neck from the comfort of this two bedroom, two bathroom property. Located in a prime location close to the ocean, restaurants, shops, and beaches, you won't want to miss out on this one-of-a-kind experience!

Feb 17 – 24

ﺩ.ﺇ546 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.

Mar 15 – 22

ﺩ.ﺇ462 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Rockport vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

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

Cottage in Essex

4.97 out of 5 average rating, 212 reviews

French Flair "Pied a Terre" Cottage on the Marsh

Jul 23 – 30

ﺩ.ﺇ737 per night

Guest favorite

Cottage in Manchester-by-the-Sea

4.94 out of 5 average rating, 345 reviews

Singing Beach Cottage in Manchester by the Sea

Aug 24 – 31

ﺩ.ﺇ905 per night

Guest favorite

Cottage in Rye

4.91 out of 5 average rating, 120 reviews

Seacoast Solo

Dec 1 – 8

ﺩ.ﺇ381 per night

Guest favorite

Cottage in Gloucester

4.86 out of 5 average rating, 157 reviews

Bright & Cheerful 3BR+den, Gloucester Cottage

Nov 30 – Dec 7

ﺩ.ﺇ1,191 per night

Guest favorite

Cottage in Newburyport

5.0 out of 5 average rating, 144 reviews

Plum Island’s TRUE NORTH COTTAGE

Mar 28 – Apr 4

ﺩ.ﺇ2,633 per night

Guest favorite

Cottage in Kittery

4.95 out of 5 average rating, 139 reviews

Cozy Maine Cottage by the Sea

Oct 27 – Nov 3

ﺩ.ﺇ621 per night

Guest favorite

Cottage in Newbury

4.82 out of 5 average rating, 101 reviews

Sunset Bliss a Plum Island Oasis- Beach 3 min walk

Sep 18 – 25

ﺩ.ﺇ1,945 per night

Guest favorite

Cottage in Gloucester

4.85 out of 5 average rating, 157 reviews

SeaHaven Cottage at Stage Fort Park

May 16 – 23

ﺩ.ﺇ1,480 per night

Show all

Other great vacation rentals in Rockport

Guest favorite

Cabin in Rockport

4.97 out of 5 average rating, 405 reviews

The Solar Powered Dogtown Cabin at Applecart Farm

Dec 24 – 31

ﺩ.ﺇ1,137 per night

Guest favorite

Apartment in Rockport

4.91 out of 5 average rating, 117 reviews

Old Harbor

Feb 25 – Mar 4

ﺩ.ﺇ1,238 per night

Guest favorite

Guest suite in Gloucester

4.98 out of 5 average rating, 375 reviews

SplashLanding Private Beach Getaway in Gloucester

Oct 26 – Nov 2

ﺩ.ﺇ1,051 per night

Guest favorite

Apartment in Rockport

4.9 out of 5 average rating, 146 reviews

Sweet short term rental in Rockport

Sep 11 – 18

ﺩ.ﺇ846 per night

Guest favorite

Guest suite in Gloucester

4.94 out of 5 average rating, 35 reviews

Live Like a Local, Just Steps From The Beach

Nov 21 – 28

ﺩ.ﺇ332 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

Nov 1 – 8

ﺩ.ﺇ404 per night

Guest favorite

Apartment in Rockport

5.0 out of 5 average rating, 29 reviews

Little Apartment by the Sea

Sep 29 – Oct 6

ﺩ.ﺇ515 per night

Superhost

Apartment in Rockport

5.0 out of 5 average rating, 3 reviews

NEW Rare Waterfront Luxury Penthouse|Bearskin Neck

Sep 7 – 14

ﺩ.ﺇ1,332 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
ﺩ.ﺇ220 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

Apartments

Houses

Popular amenities for Rockport vacation rentals

Stay near Rockport's top sights

Other great vacation rentals in Rockport

Cottage in Essex

Cottage in Manchester-by-the-Sea

Cottage in Rye

Cottage in Gloucester

Cottage in Newburyport

Cottage in Kittery

Cottage in Newbury

Cottage in Gloucester

Other great vacation rentals in Rockport

Cabin in Rockport

Apartment in Rockport

Guest suite in Gloucester

Apartment in Rockport

Guest suite in Gloucester

Condo in Rockport

Apartment in Rockport

Apartment 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