Vacation rentals in Second Cliff

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Top-rated vacation rentals in Second Cliff

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

A bright four-season atrium features a large sectional couch, complemented by decorative pillows. Natural light floods the space through the glass ceiling and walls, illuminating the neutral tones of the furniture. A small black coffee table sits in front of the seating area.

Home in Cohasset

4.91 out of 5 average rating, 32 reviews

Village Colonial with Cohasset Harbor Views

Location!! An original Grand Dame of Historical Cohasset Harbor is just waiting for you to come and enjoy all that this historical sea side town has to offer. This newly reno/updated, 1848 village colonial has shows her glory with gorgeous hardwoods, fresh paint, comfortable and stylish decor that reflects the relaxed and beach town style of Cohasset. It has a fabulous third floor suite and a location that can't be beat! Harbor views from top two floors! 1 block to the harbor and walk to town.

Superhost

Crystal-clear water is depicted, revealing smooth sandy bottoms. Gentle waves create a shimmering surface under sunlight, highlighting the tranquil beauty of the coastal environment. The horizon in the distance blends sky and water, enhancing the peaceful atmosphere.

Home in Plymouth

4.81 out of 5 average rating, 42 reviews

Beautiful Priscilla Beach Few Min.Walk to Beach!

Enjoy a beautiful, newly updated home with New stainless steel appliances and Quartz Countertops, a short walk to private sandy Priscilla Beach, which is located on Cape Cod Bay. Fully fenced in private backyard. Large double lot home with Firepit. Contact Colleen for pricing based on group size PriscillaValleyProperties , great reviews on VERB O too ! Dogs are allowed year round on the beach! Super warm and cozy year round home! Basketball/Tennis/Pickleball Court for use during stay. Very clo

Guest favorite

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

4.96 out of 5 average rating, 302 reviews

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.

Guest favorite

A serene outdoor seating area is surrounded by lush greenery, featuring two dark wooden chairs and a small table. A natural landscape includes a gently flowing brook nearby, with a weathered bench positioned to enjoy the peaceful view.

Home in Plymouth

4.83 out of 5 average rating, 322 reviews

Historic 1 Bed/In Town/Best Location/Hot tub/deck

PLEASE DO NOT BOOK WEEKENDS/HOLIDAYS/SUMMERS in advanced. I only use this 1 bed to fill gaps when the larger listing for this home isn't rented (mostly midweek) Beautifully restored historic home, directly in town, steps away from the Pilgrims 1st settlement, ocean, award winning restaurants, historic attractions, shops, nightlife, entertainment, tours,ferries, etc. Directly on the town brook/gristmill. Deck with view, firepit, hot tub, grill. Comfortable/clean/cozy bed, working wood stove.

Guest favorite

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

4.95 out of 5 average rating, 20 reviews

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.

Superhost

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

4.87 out of 5 average rating, 109 reviews

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.

Top guest favorite

A serene outdoor area features four black Adirondack chairs arranged around a small fire pit on lush green grass. The cottage's charming exterior, highlighted by a wooden deck and American flag, is visible in the background, surrounded by trees.

Home in Sandwich

5 out of 5 average rating, 28 reviews

The Cape Cottage Fireplace * Kid Friendly * PetsOK

The Cape Cottage is a private, tranquil Cape Cod-style cottage nestled near historic downtown Sandwich and just 6 minutes from the ocean. Newly renovated, this home is tastefully designed with a blend of coastal, farmhouse and antique design elements. We thoughtfully curated the home's details to evoke the comforts of home and give it unique charm that pays homage to quintessential New England and Cape Cod's scenic beauty. Check out our IG @thecapecodcottage for more pictures and vibes.

Top guest favorite

A modern living space features a green velvet sofa adorned with decorative cushions, paired with a circular dining table and sleek black chairs. The area is enhanced by a large area rug and a striking wall design, while large windows provide natural light and water views.

Apartment in Beverly

5 out of 5 average rating, 32 reviews

#1 Top Flr Waterview|Lux Design|Pvt Balcony

Experience luxury in this top-floor apartment with stunning water views. Enjoy air conditioning, a private balcony, plush linens, and a custom desk with wireless monitor. Free off-street parking included. Centrally located, you're steps from restaurants and a short walk to the train station for easy access to Boston. Perfect for a serene getaway or productive stay, with Salem's historic charm just minutes away. Book now for a blend of comfort, convenience, and coastal beauty!

Superhost

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

4.83 out of 5 average rating, 60 reviews

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!

Top guest favorite

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

5 out of 5 average rating, 20 reviews

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!

Guest favorite

A well-lit entryway leads to a carpeted staircase, with wooden handrails and light-colored walls. The open kitchen area is visible in the background, complemented by a dining space to the right, enhancing the spacious feel of the home.

Apartment in Marshfield

4.91 out of 5 average rating, 66 reviews

FULLY RENO'D apt w/water views near beach& marina

Spacious and clean apartment minutes to the beach and marina! Newly furnished unit and refinished kitchen. This comfortable home offers 2 very large bedrooms with queen beds, large closets and beautiful views. An oversized loft on the second level is great for kids or adults with 4 twin beds. The living room is perfect to relax and read or look out to marsh views. There is a large private deck with seating. Full bathroom with shower. Private entrance.

Guest favorite

A tranquil outdoor area is featured with a natural stone fire pit surrounded by stones and mulch. The calm lake is visible in the background, complemented by trees lining the shore, creating a serene outdoor space for relaxation.

Home in Plymouth

4.93 out of 5 average rating, 41 reviews

Lakefront Scenic: Your Perfect Getaway!

Escape to our serene lake house with breathtaking views & endless opportunities for outdoor adventure. With a dedicated workspace, stay connected while enjoying tranquility. Take a paddle on the lake with kayaks & pedal boat, or relax on the patio with outdoor fire pit. Fully furnished & decorated, feel at home cooking in the fully equipped kitchen or curling up in the cozy living room. Book your stay today and experience the magic of nature firsthand!

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What guests are saying

Luxury Cape Home in Standish Shores

4.93 out of 5 average rating, 15 reviews3 months ago

This home is beautiful. Paul was an amazing host. He gave very clear and helpful directions. The house was very clean and had all the things we needed. There were games that our group enjoyed playing and a lot to do in the area. Paul gave great recommendations of things to do in Wareham. If you are looking for a fun trip this is a great home to stay at. Thank you!

Home in Wareham

What guests are saying

Eagle's View Exquisite Water View Cottage

4.82 out of 5 average rating, 76 reviews8 months ago

Eagle’s view was exactly as promised. A very comfortable beach cottage. Very comfortable beds, and everything you would need for amenities for a relaxing stay. The neighborhood is so quiet and the views are spectacular. I highly recommend booking and look forward to staying there again. Thank you for sharing your little piece of paradise.

Home in Plymouth

What guests are saying

Cheerful, updated 1-bedroom cottage w/free parking

4.97 out of 5 average rating, 88 reviews3 months ago

Staying here with my partner was absolutely perfect! The place was incredibly clean, cozy, and welcoming—we didn’t want to leave! The peaceful and private location made it the ideal getaway. We loved how easy it was to explore nearby spots, as well as take a road trip to Boston and Salem. Our time here was packed with wonderful memories. Haley was such a kind and responsive host, making everything even better. We can’t wait for the chance to return! The home and its beautiful décor completely stole my heart.

Cottage in Bourne

What guests are saying

Every room a water view updated kitchen & bath

4.95 out of 5 average rating, 21 reviews3 months ago

Excellent experience. Easy check in and the place was perfect, she even had some snacks waiting for us upon arrival. Easy walk to the ferry into Boston, and easy parking. It was winter, but there were plenty of outdoor activities so we'd love to come back during the summer. Older house but so charming and great location. Overall great communication before, during, and after; she even offered to ship a shoe my niece left behind to us. Would love to come back and would absolutely recommend to anyone looking for a great place in Hull.

Home in Hull

What guests are saying

Private home, secluded 6 acre lot with water view

4.93 out of 5 average rating, 14 reviews7 months ago

Rebecca’s house in Wareham was a blessing! She is an attentive and responsive host, any concerns I had she was able to resolve immediately. We found ourselves wishing we had booked a longer stay to enjoy everything there was to offer!! Thank you Rebecca!

Home in Wareham

What guests are saying

Anchors Away Inn Cozy Walk to Beach, Courtyard

4.96 out of 5 average rating, 68 reviews1 month ago

A nice little apartment close to the beach! I liked the fire pit and the grill especially. The beds were very soft and had a lot of warm blankets. The TV has a lot of wifi capability. The kitchen comes fully stocked with dishes and cookware. The neighborhood is calm and the sea breeze is nice, even if it's chilly out. Fencing around the property gives a lot of privacy in the back yard, and there are chairs out there if the weather permits chilling outside.

Apartment in Hull