Vacation rentals in Wakefield

A serene coastal view reveals a stone jetty extending into calm waters, dotted with sailboats. Lush greenery frames the foreground, while the distant landscape features a quaint town along the shoreline, under a clear blue sky with scattered clouds.

5 out of 5 average rating, 42 reviews

New South End Home Quiet Lane To Old Garden Beach

Newer furnished home, 1/2 mile walk to quaint Bearskin Neck with Rockport shops & galleries. Old Garden Beach 1/4 mile walk down a quiet unpaved lane. 3 BR/3 Bath home available for summer weekly vacations. Family friendly, 3 prkg spaces, 2 decks, new appliances (laundry, microwave & dishwasher), hardwood floors, new rugs & beds, full basement w/ pool table, fenced yard. Several beaches, hiking trails nearby or take a train to Salem, Newburyport, or Boston. Longer term winter rental available

4.96 out of 5 average rating, 302 reviews

The spacious bedroom features two queen beds with light green bedding, positioned beside a large window that allows natural light to fill the room. A modern bathroom is visible in the background, with neutral tones and elegant fixtures. Wooden benches provide additional seating.

Apartment in Winthrop

Cody's Place Boston Airport Pool/Beaches ParkFree

Retreat, relax, & refresh in your own private entry basement in law apartment of our well bunkered Beach House. BEST LOCATION across from the mighty Atlantic & Iconic Winthrop Arms Hotel/Restaurant. Take in the salty air & breathtaking sunrises. Steps from Ocean Sunrise & Sandy Beach Surf. Walking distance to public transport, restaurants, parks, or Uber/Walk to the center bars & other attractions. Vacation living. Ferry minutes to downtown Boston. 1 of 3 officially licensed AirBnB's in town.

A weathered barn with a cupola is framed by greenery, overlooking the ocean in the distance. Soft pastel colors of the sunset wash over the sky, enhancing the serene landscape. The spacious yard is visible in the foreground, providing a tranquil outdoor setting.

5 out of 5 average rating, 3 reviews

Rockport Vacation Home, ocean views, 2 bed/1 bath

Beautiful, spacious, 2-bed/1-bath with ocean views. Lovely South End location with large yard and ample off-street parking. Beautiful hardwood floors, cable TV, Wifi, washer/dryer. Walk to cove on public path and close to several great beaches (Cape Hedge, Long Beach, Old Garden and Pebble Beach) and public ocean paths. High-season (June-Sept.) stays less than one week can only be booked based on last minute availability. Last minute inquiries are welcome as are winter or extended stay rates.

4.84 out of 5 average rating, 111 reviews

An outdoor seating area features bright orange Adirondack chairs arranged around a fire pit, complemented by a shaded area provided by a large umbrella. The cottage is visible in the background, showcasing its coastal charm with fresh landscaping enhancing the inviting space.

Cottage in Newbury

Designer decorated-Sunset Bliss- Beach 3 min walk

Peaceful Plum Island cottage, renovated fall of 2018 and 2023 with New England coastal charm. Open floor plan and water views of the marsh, a short 3 minute walk to the beach. Watch the sun rise over the Atlantic and enjoy the spectacular sunset directly in front of the house for a nightly show. Walk the cottage for ice cream, Rip tide & the Sunset Club for cocktails and dinner. Beach, boating, fishing, wildlife sanctuary, and the historic downtown Newburyport all just 40 miles from Boston!

4.95 out of 5 average rating, 20 reviews

A sandy beach extends along a calm ocean, where gentle waves lap at the shore. Rocky formations are visible in the water, and a clear blue sky overhead enhances the serene coastal view.

Home in Scituate

Button Beach Cottage

Capture the breeze of the coast at Button Beach Cottage! •5 min walk to beach. •Brand new remodel. •Family friendly. •Oceanview balcony. •Luxury bunk room. •Dedicated workspace. •Outdoor dining area on spacious deck directly off kitchen. •Access to lifeguard beach Primary BR: king bed, TV, reading nook, ocean view & balcony. BR #2: queen bed, dedicated work space, ocean view & balcony. Bunk room: 5 twin beds with play space. Full bath on each floor. Tub, standing shower, washer & dryer.

4.87 out of 5 average rating, 109 reviews

An aerial view captures the scenic coastline and sandy beach lined with boats. A variety of residential buildings dot the landscape, interspersed with greenery. The neighborhood showcases the charm of coastal living, with the sea and a pier visible in the background.

Apartment in Swampscott

Ocean views, Large Deck, Grill, Kid/Dog Friendly

The product of a complete gut renovation in 2020. The unit is 300 yards to Fisherman's Beach at the bottom of the street. The apartment is the 1st floor of a two family home (our family lives upstairs). It consists of 2 bedrooms, 2 full baths, pro kitchen, open living/dining area. The driveway can fit 2 cars (tight). There is additional parking at the bottom of the street. Please see house rules settings for holiday minimum bookings. We are pet friendly, but require case by case approval.

5 out of 5 average rating, 22 reviews

Townhouse in Salisbury

Top floor condo-steps to the ocean, off st parking

We are committed to giving our guests a memorable experience 🐳 KEY FEATURES: Updated/ renovated second floor condo w/ spacious living area, great views 3 comfortable bedrooms; sleeps 7-8 1 large full bathroom + outdoor shower Full kitchen w/ granite countertops & new appliances Updated decks with outdoor seating High-speed wifi + 3 TV’s Air conditioning in every room in summer Free parking for 2 cars in driveway + st parking Dog friendly Under 4 mins from our door to the sand

The modern kitchen features granite countertops and stainless steel appliances. Ample cabinetry provides storage, with a central wooden island offering additional workspace. Natural light enters through the window above the sink, highlighting the clean lines and functional layout of the space.

5 out of 5 average rating, 14 reviews

Adorable renovated house, steps from Front Beach

This charming home was recently fully renovated. The brand new kitchen features stunning granite countertops and stainless steel appliances. The large living/dining room features a 55" flat-screen TV comfy seatingnd a dining table for 4. There is a king bed in the Master Bedroom, along with a TV, ceiling fan, and air conditioning. The second bedroom has a twin daybed, with a second twin trundle bed underneath. The backyard features a patio with a seating for 4 and a gas grill.

4.83 out of 5 average rating, 60 reviews

The image captures a serene beachfront with gentle waves lapping against sandy shores. Rocks line the edge of the beach, while a clear blue sky stretches overhead, merging with the tranquil sea. The distant coastline features various structures, enhancing the scenic view.

Home in Scituate

Sand Hills Barker Tavern RiverClub lighthouse -

Walking distance to sand hills beach - super close to BARKER TAVERN! One mile from center of town with restaurants and shops. Nearby basketball court. Grassy backyard . New furnishings new full bath and new mattresses. Freshly painted well maintained by owner bedrooms are upstairs. There is only one full bath upstairs Totally redone 2024. Bungalow beach style home. some guests find stairs to be “ steep” … my 82 year old mom does fine with the stairs and rail!

5 out of 5 average rating, 20 reviews

A harbor scene features numerous boats docked alongside wooden piers, with a small fuel dock prominently situated at the center. Lush greenery surrounds the area, and a soft, golden light fills the sky as the sun sets, creating a serene atmosphere.

Home in Scituate

Coastal Retreat

Welcome to our coastal rental, a charming retreat nestled in the heart of a vibrant beach town. With modern amenities and coastal decor, unwind in the light-filled spaces and savor beautiful marsh views from the well manicured backyard. Located about a mile from Main Street, you can walk or bike on the flat sidewalk to restaurants, shops and the harbor. Close by you'll also find a dog park, the beautiful public golf course, Widow's Walk and of course the beach!

An aerial view of a spacious two-story house surrounded by lush greenery. The well-maintained exterior features a pitched roof, large porch, and expansive yard. The nearby coastline is visible in the distance, highlighting the peaceful residential neighborhood.

5 out of 5 average rating, 3 reviews

Experience Classic New England-walk to beach&shops

- `* ` Spacious home near Rockport’s Front Beach, perfect for families or groups of friends. ** Ample indoor and outdoor space for relaxation and activities. ** Short walk to the beach, shops, galleries, and restaurants in downtown Rockport. ** Easy access to Gloucester’s dining options and whale watching tours (short drive away). ** Convenient walking distance to the commuter rail for trips to Boston or other North Shore seaside towns like Salem.

4.93 out of 5 average rating, 114 reviews

Cottage in Newburyport

Sunset Waterfront Privacy Beach

Newly renovated waterfront with private beach and panoramic views. Enjoy the private pool (heated June through September). Unmatched privacy and large outdoor living. Front row wildlife views of marsh. Bikes to venture out and discover the island. Evenings by the firepit watching the tides roll in. Amazing sunsets! Private sleeping loft in bedroom 3 perfect for older kids. Modern kitchen with a washer/dryer combo. Wake up to a fresh Tea or Coffee.

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Stay near Wakefield's top sights

Kings Dining & Entertainment50 locals recommend

Stop & Shop45 locals recommend

Whole Foods Market25 locals recommend

Breakheart Reservation23 locals recommend

MarketStreet Lynnfield11 locals recommend

Kowloon Restaurant7 locals recommend

Other great vacation rentals in Wakefield

4.81 out of 5 average rating, 108 reviews

A functional kitchen features light gray cabinetry, a white countertop, and essential appliances, including a refrigerator and stove. A window allows natural light to brighten the space. Two stools are positioned at a bar counter, providing additional seating in the open layout.

Apartment in Revere

Home away from home Beach,Logan,Encore, DownTown

5 out of 5 average rating, 10 reviews

A scenic view of a marshland is framed by trees and greenery. In the foreground, a fire pit made of stones is surrounded by grass. The bright blue sky enhances the vibrant colors of the marsh, creating a peaceful outdoor setting.

Home in Seabrook Beach

Peaceful sunset retreat (bottom floor)

4.94 out of 5 average rating, 16 reviews

A private deck is seen overlooking a calm body of water, featuring a hot tub surrounded by comfortable seating and an umbrella. Autumnal foliage adds color to the landscape, enhancing the tranquil setting by the water's edge.

Home in Sandown

Sunrise Beach Escape

4.94 out of 5 average rating, 108 reviews

A serene beach scene is displayed under a night sky, with a bright moon reflecting off the calm ocean waters. Clouds are visible in the background, adding texture to the sky, while the sandy shore is illuminated by the moonlight.

Condo in Hampton Beach

Magical

Apartment in Hampton Beach

An open-concept living and dining area showcases a light wood dining table accompanied by white chairs. A grey sofa with orange accents is positioned in the background. Natural light filters through the window, enhancing the wooden flooring and bright decor highlighted by wall art.

5 out of 5 average rating, 5 reviews

Hampton Beach Island Path Unit 3 Open Year Round

4.95 out of 5 average rating, 21 reviews

A bright bedroom features a spacious bed dressed in crisp white linens. Three windows offer panoramic views of the water, allowing natural light to fill the space. A white shelving unit stands to the side, enhancing the room's functionality.

Home in Hull

Every room a water view updated kitchen & bath

4.84 out of 5 average rating, 31 reviews

Apartment in Brighton

The Curie-Perfect for Monthly Stays