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!

Mar 4 – 11

G$71,903 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 19 – 26

G$43,714 GYD per night

Guest favorite

Condo in Rockport

4.99 out of 5 average rating, 143 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!

Nov 13 – 20

G$61,845 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

Jan 23 – 30

G$25,656 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 12 – 19

G$40,067 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!

Dec 18 – 25

G$43,224 GYD per night

Guest favorite

Home in Rockport

4.97 out of 5 average rating, 281 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.

Jan 25 – Feb 1

G$49,239 GYD 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!

Jan 24 – 31

G$31,067 GYD per night

Guest favorite

Apartment in Rockport

4.96 out of 5 average rating, 256 reviews

1 Bedroom Apartment By Harbor - Centrally Located

Newly renovated, beautiful 1 bedroom second level apartment located right in the heart of Rockport with an unbeatable location next to the harbor. There is a deck you can relax on with a view of the harbor. Right in downtown Rockport, you are only steps away from Bearskin Neck and the shops, restaurants and stunning beaches. Please note - you will need to climb stairs to access the apartment, and as it is downtown it can be bustling and get noisy.

Nov 14 – 21

G$32,584 GYD per night

Guest favorite

Cabin in Rockport

4.97 out of 5 average rating, 405 reviews

The Solar Powered Dogtown Cabin at Applecart Farm

Beautiful hand built very private cabin with master bedroom and large loft located deep in the woods of Cape Ann. Walking distance to down town Rockport and waterfront. Friendly miniature horses just 200 feet away that children love to visit. Applecart Farm is happy to have guests of diverse backgrounds and interests. Pets are allowed only with advanced request to ensure safety of guest and residents pets. NEM 1450 plug for EV charging.

Sep 26 – Oct 3

G$64,730 GYD per night

Guest favorite

Guest suite in Rockport

4.99 out of 5 average rating, 609 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 2 – 9

G$26,266 GYD per night

Guest favorite

Apartment in Rockport

4.9 out of 5 average rating, 144 reviews

Sweet short term rental in Rockport

Lovely hilltop unit located on private wooded property, steps away from 2 beaches. Built on a massive granite boulder, the property is one of kind with stunning seasonal views of the Atlantic. Fully equipped kitchen, flat screen TV, WiFi, and everything to make your stay pleasant and comfortable. We're a 7 minute drive from downtown Rockport and Gloucester, a 7 minute walk to Cape Hedge and Long Beaches.

Apr 20 – 27

G$30,744 GYD 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 Rockport

4.98 out of 5 average rating, 100 reviews

Periwinkle Cottage #1 -walk to everything!

Sep 11 – 18

G$54,637 GYD per night

Guest favorite

Cottage in Essex

4.97 out of 5 average rating, 212 reviews

French Flair "Pied a Terre" Cottage on the Marsh

Aug 22 – 29

G$41,947 GYD per night

Guest favorite

Cottage in Manchester-by-the-Sea

4.95 out of 5 average rating, 343 reviews

Singing Beach Cottage in Manchester by the Sea

Aug 24 – 31

G$51,483 GYD per night

Guest favorite

Cottage in Rye

4.91 out of 5 average rating, 120 reviews

Seacoast Solo

Feb 26 – Mar 5

G$21,696 GYD per night

Guest favorite

Cottage in Gloucester

4.86 out of 5 average rating, 157 reviews

Bright & Cheerful 3BR+den, Gloucester Cottage

Oct 1 – 8

G$76,852 GYD 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 29 – Oct 6

G$110,690 GYD per night

Guest favorite

Cottage in Newburyport

5.0 out of 5 average rating, 144 reviews

Plum Island’s TRUE NORTH COTTAGE

Sep 21 – 28

G$140,298 GYD per night

Superhost

Cottage in Hampton

4.78 out of 5 average rating, 184 reviews

Cozy Cottage steps from Hampton Strip With Parking

Dec 1 – 8

G$20,280 GYD per night

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Other great vacation rentals in Rockport

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 26 – Dec 3

G$18,881 GYD 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

Oct 2 – 9

G$23,995 GYD per night

Guest favorite

Condo in Rockport

5.0 out of 5 average rating, 30 reviews

Panoramic Ocean Views in Rockport

Nov 7 – 14

G$40,495 GYD per night

Guest favorite

Apartment in Rockport

5.0 out of 5 average rating, 29 reviews

Little Apartment by the Sea

Jul 17 – 24

G$29,293 GYD per night

Guest favorite

Guest suite in Rockport

4.99 out of 5 average rating, 96 reviews

Large Suite in the Historic District of Rockport.

May 8 – 15

G$31,629 GYD per night

Superhost

Apartment in Rockport

5.0 out of 5 average rating, 3 reviews

NEW Rare Waterfront Luxury Penthouse|Bearskin Neck

Oct 4 – 11

G$88,223 GYD per night

Guest favorite

Guest suite in Rockport

4.99 out of 5 average rating, 92 reviews

King size studio Cape Ann retreat

Jun 6 – 13

G$33,811 GYD per night

Guest favorite

Apartment in Rockport

4.95 out of 5 average rating, 39 reviews

Downtown w parking, beach, shops

Jun 19 – 26

G$77,291 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$12,539 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 100 house rentals to over 20 cottage 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 condo rentals in Rockport have self check-in?
Absolutely! We offer over 10 condo 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 10 homes with a bbq area, over 20 homes with wifi, 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

Houses

Apartments

Cottages

Popular amenities for Rockport vacation rentals

Stay near Rockport's top sights

Other great vacation rentals in Rockport

Cottage in Rockport

Cottage in Essex

Cottage in Manchester-by-the-Sea

Cottage in Rye

Cottage in Gloucester

Cottage in Newbury

Cottage in Newburyport

Cottage in Hampton

Other great vacation rentals in Rockport

Guest suite in Gloucester

Condo in Rockport

Condo in Rockport

Apartment in Rockport

Guest suite in Rockport

Apartment in Rockport

Guest suite 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 condo 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