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Essex, MA vacation rentals
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Best Vacation rentals and Airbnb offers in Essex, MA

Best family friendly Essex, MA vacation rentals

Among the 52 accommodations in Essex, MA, here are the 4 best family friendly rentals

Elegant Gloucester Beach Getaway With Ocean Views! - Essex, MA
10 109 reviews

Elegant Gloucester Beach Getaway With Ocean Views!

house, Gloucester
This Gloucester home is a short walk from Coffins Beach and Wingaersheek Beach, and is about 17 miles from the Peabody Essex Museum and The House of the Seven Gables. The home has consistently received excellent ratings for location, cleanliness, and user experience.
This 5-bedroom, 2,500 square foot house offers plenty of space for families and groups. The property features a fully equipped kitchen, a spa, a tennis court, and a private garden, perfect for relaxing or enjoying outdoor activities.
Lovely 'The Buoys Cottage' On Annisquam River! - Essex, MA
No reviews

Lovely 'The Buoys Cottage' On Annisquam River!

apartment, Gloucester
This family-friendly apartment offers a unique riverfront setting on the Annisquam River's tidal marsh, providing stunning scenery less than 2500 feet from Stage Fort Park and Half Moon Beach, and within 2 miles of downtown Gloucester's attractions.
This 800 square foot cottage accommodates up to six guests with three bedrooms and features a fully equipped eat-in kitchen, air conditioning, spa, parking, and a private riverfront backyard with seating, perfect for exploring local beaches and whale-watching tours.
Spacious 1br On Salem Common L Steps To Downtown L Fenced In Yard + Parking - Essex, MA
9.8 21 reviews

Spacious 1br On Salem Common L Steps To Downtown L Fenced In Yard + Parking

apartment, Salem
This Salem apartment rental is centrally located on the Common, a five-minute drive from Salem's train station and within a 5-10 minute walk of the Witch Museum, the House of the Seven Gables, and various ghost tours.
This one-bedroom, one-bathroom unit sleeps four, boasts a fully equipped kitchen with complimentary K-cups, in-unit laundry, a shared fenced backyard, high-speed WiFi, a smart TV, central AC, and a reserved parking spot—a rare find in Salem's central area.
Manchester By The Sea|outdoor Fireplace|king Bed - Essex, MA
9.6 53 reviews

Manchester By The Sea|outdoor Fireplace|king Bed

apartment, Manchester-by-the-Sea
This Manchester-by-the-Sea rental is located on a hill in a peaceful neighborhood, less than a mile from the town center and close to Singing Beach. The apartment has excellent user, location, and cleanliness ratings.
This four-bedroom, three-bathroom home comfortably sleeps eight guests. Enjoy a private, wooded backyard with an outdoor fireplace, a wraparound deck with a grill, and a spacious, open-concept living area.

Best Essex, MA vacation rentals with a pool

Among the 52 accommodations in Essex, MA, here are the 3 best rentals with a pool

Private Pool Retreat W/fire Pit Near Singing Beach - Essex, MA
9.8 190 reviews

Private Pool Retreat W/fire Pit Near Singing Beach

apartment, Manchester-by-the-Sea
This one-bedroom vacation rental is located in a quiet neighborhood just a five-minute drive from downtown Manchester-by-the-Sea, home to Singing Beach and various restaurants. The house features a private backyard with a swimming pool, perfect for relaxing after a day at the beach.
Edgemoor Estate - 11 Bed/6.5 Bath (Sleeps 26) - Heated Pool Jacuzzi Beach - Essex, MA
8.0 6 reviews

Edgemoor Estate - 11 Bed/6.5 Bath (Sleeps 26) - Heated Pool Jacuzzi Beach

apartment, Gloucester
This luxurious Gloucester mansion, situated on Eastern Point, is 100 yards from the beach and a short distance from the Eastern Point Lighthouse and Sargent House Museum.
This 13-bedroom, 7-bathroom property sleeps 26 guests and boasts a heated saltwater pool, spa, gourmet kitchen, and a separate guest house, all within a 1.6-acre space.
Hyatus Luxury Residences Salem - Essex, MA
No reviews

Hyatus Luxury Residences Salem

apartment, Salem
This recently renovated two-bedroom, two-bathroom apartment in Salem is located 12 miles from Logan Airport and a 15-minute walk from Glendale Cove Beach, with the Peabody Essex Museum and The House of the Seven Gables within a few miles.
This 1210 square feet dwelling accommodates up to 9 guests and features a kitchen with a fridge, microwave, and dishwasher, air conditioning, a swimming pool, a balcony, a fitness center, and on-site parking.

Frequently Asked Questions about vacation rentals in Essex, MA

  • What are the must-see sights in Essex, Massachusetts?

    Essex, Massachusetts offers several must-see sights. The Essex Shipbuilding Museum is a great place to learn about the town's rich maritime history. The John and Elizabeth Burnham House, a well-preserved 17th-century home, provides a glimpse into early Essex life. Crane Beach, with its stunning coastline and dramatic sand dunes, is a must for nature lovers. And don't forget to explore the charming downtown area with its unique shops and art galleries.
  • What are the best Airbnb and vacation rentals in Essex, MA?

    Friendship Acres Barn Apartment B, Entire Essex Apt 1 Mi To Antiques And Restaurants and R - Hill Tree Top Studio are the most popular Airbnb and vacation rentals in Essex, MA among travelers.

  • Are there unique natural phenomena in Essex, Massachusetts?

    While Essex doesn't have dramatic, singular natural phenomena like geysers, its coastline itself is a unique feature. The dramatic sand dunes of Crane Beach are a notable example, shaped by wind and tide. The tidal marshes along the Essex River provide important habitats and offer beautiful views, showcasing the area's unique ecosystem. The varied habitats support a rich diversity of birdlife, making it a great place for birdwatching.
  • What are the most popular Airbnbs in Essex, MA?

  • What essentials should you bring along for a trip to Essex, Massachusetts?

    For a trip to Essex, pack comfortable walking shoes, as you'll likely be doing a fair bit of exploring on foot. Layers of clothing are recommended, as the weather can be unpredictable. Sunscreen and a hat are essential, especially during the summer months. Don't forget a camera to capture the beautiful scenery, and binoculars if you plan on birdwatching.
  • What are the best rentals for families and kids in Essex, MA?

  • What is the average daily budget you should plan for (accommodation, food, transportation, activities) in Essex, Massachusetts?

    A daily budget in Essex can vary greatly depending on your preferences. For a modest trip, you could plan on $150-$250 per day, covering budget-friendly accommodations, meals at local eateries, and some activities. A more luxurious trip could easily exceed $500 per day. Transportation costs are relatively low if you're walking or using local buses; renting a car adds to the expense.
  • Where can you find the best restaurants serving local dishes in Essex, Massachusetts, and what are the must-try specialties?

    Essex has several charming restaurants. The restaurant scene is focused on fresh seafood, so expect to find plenty of clam chowder, lobster rolls, and other New England classics. Specific restaurant recommendations change frequently, so checking local reviews closer to your visit is advised. Look for places emphasizing locally sourced ingredients.
  • What are some less-famous attractions in Essex, Massachusetts that are worth the visit?

    The Essex River is a great place for a quiet stroll or a kayak trip. Exploring the backroads and discovering hidden coves along the coast offers a different perspective of Essex's beauty. The various walking trails throughout town offer a chance to experience the natural landscapes away from the main tourist areas. Many smaller antique shops and art galleries are worth browsing.
  • What are the best activities for engaging with locals and understanding their culture in Essex, Massachusetts?

    Visiting local shops and art galleries provides opportunities to chat with owners and learn about their craft. Attending any local events or festivals (if any are scheduled during your visit) is a great way to interact with residents. Simply striking up conversations with people you encounter in town can offer insights into the local culture. The friendly nature of Essex residents often makes for pleasant interactions.
  • What unique natural landscapes and terrain features can travelers explore in Essex, Massachusetts?

    Essex boasts a diverse range of natural landscapes. The dramatic sand dunes of Crane Beach contrast sharply with the peaceful tidal marshes along the Essex River. The rocky coastline offers stunning ocean views, while inland areas feature more wooded trails and open fields. The varied terrain makes it an ideal location for hiking, birdwatching, and simply enjoying the natural beauty.
  • How many days are ideal for visiting Essex, Massachusetts, and what are some itinerary suggestions?

    Two days is a good amount of time to see the highlights of Essex. Day one could focus on the Essex Shipbuilding Museum, the Burnham House, and a walk along Crane Beach. Day two could involve exploring the downtown area, enjoying a meal at a local restaurant, and perhaps a short hike along one of the town's trails. Three days would allow for a more relaxed pace and more in-depth exploration of the area's natural beauty.
  • How is the weather in Essex, Massachusetts in high season?

    Essex's high season (summer) typically sees warm temperatures, often in the 70s and 80s Fahrenheit (20s and 30s Celsius), with sunny skies. However, it's always wise to be prepared for occasional showers or cooler days, so packing layers is a good idea. The weather can be unpredictable, so checking a forecast before heading out is recommended.

Nearby regions

Best Essex, MA vacation rentals with a balcony

Oceanview Home/walk To Lanes Cove And Plum Cove Beach I Sleeps 6 - Essex, MA
No reviews

Oceanview Home/walk To Lanes Cove And Plum Cove Beach I Sleeps 6

apartment, Gloucester
This Gloucester condo is located in the Lanesville district, within walking distance of Lanes Cove and close to attractions such as Paper House, Dogtown, and Halibut Point State Park.
This 2070 square foot residence offers 3 bedrooms, 2 bathrooms, and sleeps up to 6 guests, featuring a 4-season sunroom with ocean views, a private patio with a BBQ grill, a remodeled primary suite bathroom, and a living area with a fireplace and Smart TV.
Life Of Reilly - Private & Serene Rockport Escape - Essex, MA
10 2 reviews

Life Of Reilly - Private & Serene Rockport Escape

apartment, Rockport
This Rockport vacation rental is conveniently located near the beach, within walking distance of Halibut Point State Park and the Paper House.
This 1,020-square-foot apartment features two bedrooms, two bathrooms, and can comfortably accommodate four guests, offering amenities such as a fully equipped kitchen, laundry facilities, on-site parking, and a private terrace.
Gloucester Large 2-room Studio, Full Kitchen, Deck - Essex, MA
10 1 review

Gloucester Large 2-room Studio, Full Kitchen, Deck

studio, Gloucester
This Gloucester studio apartment offers Annisquam River views from its serene location overlooking the Cape Ann Marina, a short walk to downtown Gloucester, and is within 1 mile of Stage Fort Park and the Gloucester Fisherman's Memorial.
This 450 sq ft, one-bedroom, one-bathroom rental accommodates two guests and features a full kitchen, a private furnished deck, air conditioning, and a high-tech Bio Bidet toilet seat, with parking for one vehicle.
Inviting Rockport Rental W/ Deck: Walk To Beach! - Essex, MA
10 2 reviews

Inviting Rockport Rental W/ Deck: Walk To Beach!

apartment, Rockport
This Rockport vacation home, near Long Beach, Cape Hedge Beach, and Good Harbor Beach (all under 1.2 miles away), offers easy access to Pebble Beach and Cape Ann.
This 1190-square-foot house sleeps eight, features five bedrooms, two bathrooms, a fully equipped kitchen, a tennis court, and reliable internet access.

Best Essex, MA vacation rentals with parking

Quintessential Oceanfront - The Jacob Wirth House - Essex, MA
10 12 reviews

Quintessential Oceanfront - The Jacob Wirth House

apartment, Essex
This waterfront apartment in Conomo Point, Essex, is a short distance from the town center and public access to a beach, dock, and mooring rentals. The area offers a peaceful and serene setting, ideal for relaxing and enjoying the natural beauty of Essex. This rental has received excellent ratings for cleanliness, location, and user experience.
This five-bedroom home comfortably accommodates eight guests. The spacious apartment features a modern kitchen, a screened-in sun porch, a sunny front porch, and a stone patio with an outdoor grill and shower, making it perfect for enjoying the beautiful weather.
Lovely 'The Buoys Cottage' On Annisquam River! - Essex, MA
No reviews

Lovely 'The Buoys Cottage' On Annisquam River!

cottage, Gloucester
This cottage in Gloucester is located less than 1.25 miles from Stage Fort Park, Fishermen's Memorial Monument, and Half Moon Beach, with Pavilion Beach and Gloucester Unitarian Universalist Church also within 1.87 miles.
Guests can enjoy a fully equipped kitchen with a microwave and dishwasher, air conditioning, and on-site parking, with free Wi-Fi available in common areas and barbecue facilities for outdoor use.
Spacious Lakefront Escape W/ 3 Baths + Bonus Bed - Essex, MA
9.9 43 reviews

Spacious Lakefront Escape W/ 3 Baths + Bonus Bed

apartment, Essex
This Essex, Massachusetts lakefront home is a short drive from downtown Essex and a 15-minute drive from the Manchester-by-the-Sea train station, offering easy access to Singing Beach and Boston.
This two-bedroom, one-bathroom vacation rental sleeps six, boasting a fully equipped kitchen, private dock with watercraft, large backyard with grill and patios, and a work-from-home desk; winter activities include ice skating and ice fishing on the lake.
Robbin's Nest: Panoramic Essex Bay Views - Essex, MA
10 2 reviews

Robbin's Nest: Panoramic Essex Bay Views

apartment, Essex
This waterfront condo on the North Shore of Essex offers direct views of Essex Bay and the surrounding marshland.
This two-bedroom, two-bathroom residence accommodates four guests and features a modern open-concept living area, a fully equipped kitchen with a dishwasher, air conditioning, and a versatile deck overlooking the water.
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