Holiday houses in Swampscott

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Top-rated holiday rentals in Swampscott

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Top Guest favourite
A wooden deck is situated in the foreground, featuring a small seating area and an umbrella. Lush greenery, including tall evergreen trees and colorful shrubs, creates a natural backdrop. A stone pathway leads into the garden area, enhancing the tranquil outdoor space.
Apartment in Lakeside Marblehead
4.94 out of 5 average rating, 212 reviews

Two bedroom Apt with a deck

2nd floor apt, located on Pleasant St, the main road into Historic downtown Marblehead. Cute deck, main entrance to apt is off the deck. The apt is only minutes walk from great restaurants, gym, yoga studio, bike /running trail. 15 min walk to the beach (4 min drive) and historic downtown and uptown where you will find tons of really great shops. The apt is tastefully decorated and is quiet.see house rules Dogs are very welcome, but need to be house trained + friendly with other dogs/people.

Top Guest favourite
A two-story gray exterior townhouse is visible, featuring multiple windows and a welcoming entrance. The property is situated on a quiet street, with an accompanying staircase leading to the front door. Decorative details reflect its historical charm, while modern elements blend seamlessly.
Apartment in Lakeside Marblehead
4.96 out of 5 average rating, 202 reviews

Heart of Old Town One-Bed (Right-side Duplex)

Enjoy this charming 2-story townhouse with private entrance built in 1900 with the quaint characteristics of an antique harbor side home. Located in the heart of Old Town, close to Crocker Park and overlooking the Harbor, it is walking distance to everything! Our space features a full kitchen, dining room and living room (with twin sofa bed) on the first level and 1 king bedroom with full bathroom upstairs. Also on the 2nd level is a study with day-bed and desk. We look forward to hosting you!

Guest favourite
An air hockey table is centered in a bright, modern room. The table's glossy surface features distinct markings for gameplay. To the side, a simple plant and a decorative white vase complement the clean aesthetic of the space.
Apartment in Lynn
4.92 out of 5 average rating, 183 reviews

Modern & Cozy Apt close to Boston and Salem

New & Modern, Close to the beach , 15 minutes to the airport & BOSTON. Close to the beach, Salem, & Boston. 3 minutes away from the commuter rail 5 People can comfortably stay here. 3 minutes away from the commuter rail 10 minutes away from Salem 15 minutes to the Airport Several basic amenities included like snacks, water, mouthwash, toothbrushes, toothpastes, etc. Washing and Drying machine are included in the stay. Free Parking (Private Driveway) Smart TV with Netflix access included

Guest favourite
A private wrap-around porch is shown, featuring a wooden dining table with matching chairs. Sunlight filters through, illuminating the surrounding neighborhood with cozy homes and greenery visible in the background. The space is complemented by a decorative plant on the table.
Apartment in Swampscott
4.87 out of 5 average rating, 135 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 favourite
A two-story guest home exterior is depicted, featuring a dark blue facade with white trim. Three small windows are visible on the upper floor, while a door with a small window is located on the ground level. Potted plants are positioned near the foundation, surrounded by gravel.
Home in Swampscott
5 out of 5 average rating, 33 reviews

Modern Barn Guest Home Near Salem + Boston

Enjoy a comfortable stay in this newly built guest home, convenient and centrally located. A 5 min. walk to the commuter rail train. Train ride is approx. 3 stops/30-35 mins. to Boston and just 1 stop/10 mins. to popular Salem, MA. This private guest house is also less than 1 mile to the beach/oceanfront in Swampscott and less than a 1 mile walk to downtown Swampscott, featuring many cute shops and popular restaurants. This home has everything you would need for a family-friendly stay.

Top Guest favourite
The great room is highlighted by 25-foot ceilings and panoramic windows offering views of the ocean. A large sectional sofa surrounds a coffee table, while a flat-screen TV is mounted above the fireplace. Sliding glass doors lead to an outdoor space, enhancing the airy feel.
Home in Swampscott
4.91 out of 5 average rating, 117 reviews

Ocean Views at Casa de Mar near Salem & Boston

Relax and unwind at Casa de Mar - our 3 bedroom, 3 full bathroom ocean front home on the North Shore. Close to Salem and Boston, overlooking Swampscott Bay to Nahant. The great room has 25' ceilings, a 70" flat screen TV, and 2 seating areas. Modern kitchen. The master bedroom has a king-sized bed, sitting area, flat screen TV, private balcony, and en suite bath. The first floor bedroom has a queen bed and a private balcony. The third bedroom has a queen bed and en suite bath.

Top Guest favourite
A warm living area features a leather armchair with a cozy throw, accompanied by a small wooden side table. A fireplace is positioned against the wall, with decorative accents placed above it. Natural light enhances the hardwood flooring and walls.
Apartment in Lakeside Marblehead
4.98 out of 5 average rating, 66 reviews

Captain’s Quarters

Tucked in a home built in 1740, this cozy apartment offers costal charm in historic old town, surrounded by antique homes and winding streets. Galleries, bakery, cafés, shops, restaurants, and beaches are a few steps away. Unwind, explore & soak in the salty, seaside breeze. Note: The apartment is on the 2nd floor. Typical of 18th century homes, the staircase is steep and narrow. The apartment isn’t child proof or de-leaded. Wear shoes because the original floor boards are rough.

Top Guest favourite
A panoramic view of Nahant Bay is captured, showcasing calm blue waters dotted with sailboats. The nearby coastal homes are visible, highlighting a harmonious blend of rooftops under a clear blue sky.
Home in Swampscott
4.95 out of 5 average rating, 75 reviews

Magnificent Ocean View; walk to beaches and town

Top Features: ⭐ Ocean views from every floor ⭐ Just a short walk to two beautiful beaches. ⭐ Movie theater complete with Roku-enabled TV, movie projector, cozy seating, & complimentary popcorn ⭐ Mini gym equipped with a treadmill, mats, weights, & bands (refer to photos) ⭐ Board games & beach essentials included (towels, chairs, wagon, and an umbrella ⭐ Mini foosball table ⭐ Wine available for purchase ⭐ Two private office spaces ⭐ Window AC units ⭐ In-unit washer & dryer

Guest favourite
A light-filled living area features a pull-out sofa adorned with striped cushions and a coffee table with a decorative book and lamp. A sliding glass door opens to a sleeping area with a spacious bed, while bright curtains frame the window, offering a view of the exterior.
Guest suite in Lakeside Marblehead
4.9 out of 5 average rating, 293 reviews

Ocean Park Retreat

Bright and cheery 1 bedroom ground floor apartment with two+ car parking on quiet street in Marblehead's Ocean Park neighborhood, just steps from the ocean. Full size bed and pull-out full-size sofa in living room, private bathroom with in-floor heating, kitchenette with microwave, dishwasher, sink, double induction cook-top, refrigerator, and toaster oven. Laundry access. Walk to the waterfront, watch the sailboats drift by. Fifteen- minute walk to Historic town center.

Top Guest favourite
The historic colonial house is framed by blooming trees, showcasing a classic exterior in dark blue with white accents. A stone walkway leads to the grand entrance, featuring large windows and an inviting front door. The surrounding greenery enhances the home's stately appearance.
Apartment in Salem
4.99 out of 5 average rating, 171 reviews

The Salem House | First floor 2 bedroom apartment

Historic 1850 built colonial house with restored exterior and interior odes to Doric order architecture. Originally built for a leather factory owner named Thomas Looby, The Salem house is now a beautiful opportunity to visit Salem in a distinguished space. Exactly one mile from downtown with off street parking, staying here allows being away from the craziness of the city center while intimately experiencing Salem by staying in a historic colonial home.

Top Guest favourite
A dining area features a large black table surrounded by clear acrylic chairs, enhancing the spacious feel. A floral wallpaper adorns one wall, while light streams in through large windows. A chandelier adds an elegant touch to the room, complementing the hardwood flooring.
Condo in Swampscott
4.99 out of 5 average rating, 111 reviews

Modern Victorian close to Salem

Welcome to The Ulman! Enjoy a stylish experience in our centrally-located historic condo. We are walkable to exquisite beaches and parks as well as downtown Swampscott where you will find shops, restaurants & bars to explore. If you feel like hanging in, share a meal in our well stocked kitchen or a cocktail in the parlor. Perfect for a couples getaway, small family or a group of friends looking to explore the North Shore.

Top Guest favourite
An open loft space features a spacious bed and a cozy seating area. Large windows provide direct views of the ocean, while soft natural light enhances the setting. A decorative light fixture hangs from the ceiling, and a calming palette complements the tranquil atmosphere.
Loft in Swampscott
4.97 out of 5 average rating, 346 reviews

Gorgeous Oceanfront Penthouse

A penthouse tastefully designed with breathtaking views of the ocean. Framed by spectacular sunrises with ever changing tides, this loft has a quartzite kitchen, and a luxurious bathroom w/a spring jetted tub. Your own private deck. A truly magical place. Ideal for Traveling nurses, work related assignments, short term furnished rental on the Northshore. Please inquire.

Popular amenities for Swampscott holiday rentals

When is the best time to visit Swampscott?

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Avg. price$247 NZD$246 NZD$257 NZD$289 NZD$320 NZD$313 NZD$363 NZD$361 NZD$356 NZD$406 NZD$297 NZD$264 NZD
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Frequently Asked Questions

  • Do condo rentals in Swampscott have wifi?

    Absolutely! We offer over 10 condo rentals with wifi in Swampscott. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Swampscott have free parking?

    Absolutely! We offer over 50 house rentals with free parking in Swampscott. Enjoy a tailored experience with all the comforts you desire.

  • Where should I stay in Swampscott?

    Make yourself at home in Swampscott by choosing from our most frequently booked neighborhoods. We have over 1,090 vacation rentals in Swampscott, and over 230 vacation rentals in Kiley Playground.

  • What are the most popular amenities for House Rentals in Swampscott?

    Enhance your stay in our House Rentals with the most popular amenities: over 50 homes with wifi, over 40 homes with a kitchen, over 50 homes with free parking, over 50 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do apartment rentals in Swampscott have a kitchen?

    Absolutely! We offer over 20 apartment rentals with a kitchen in Swampscott. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Swampscott have air conditioning?

    Absolutely! We offer over 10 condo rentals with air conditioning in Swampscott. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly house rentals in Swampscott?

    Four-legged friends are welcome in Swampscott. Choose from more than 10 house rentals for guests traveling with pets.

  • Are there family-friendly house rentals in Swampscott?

    Swampscott has more than 30 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in apartment rentals in Swampscott?

    Experience the best of Swampscott with our apartment rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there house rentals with a dedicated workspace in Swampscott?

    Yes! Work meets play with ease at over 40 house rentals in Swampscott featuring dedicated workspaces. Stay connected and productive in your home away from home.

Quick stats about holiday rentals in Swampscott

  • Total holiday rentals

    Explore 130 holiday rentals in Swampscott

  • Nightly prices starting at

    Swampscott holiday rentals start at $49 NZD per night before taxes and fees

  • Verified guest reviews

    Over 6,980 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    120 of Swampscott holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Swampscott rentals

  • 4.8 Average rating

    Swampscott stays are highly rated by guests—averaging 4.8 out of 5!

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