Holiday rentals in Mattituck

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Quick stats about holiday rentals in Mattituck

  • Total holiday rentals

    Explore 120 holiday rentals in Mattituck

  • Nightly prices starting at

    Mattituck holiday rentals start at $116 SGD per night before taxes and fees

  • Verified guest reviews

    Over 3,290 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Holiday rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    120 of Mattituck holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Mattituck rentals

  • 4.9 Average rating

    Mattituck stays are highly rated by guests – averaging 4.9 out of 5!

Top-rated holiday rentals in Mattituck

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

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Guest favourite
A large pool is surrounded by a well-maintained lawn, featuring shallow lounging areas and sleek white loungers. A shaded gazebo can be seen in the background, offering a space for relaxation, while trees and greenery add to the tranquil outdoor setting.
Home in North Fork
4.95 out of 5 average rating, 43 reviews

North Fork Extended-Stay Retreat, Pool, Beaches

Escape to the heart of Long Island's North Fork and enjoy a private farmhouse designed for extended stays. Whether you're working remotely, exploring wine country, spending time with family, or escaping the city for a few weeks, this peaceful retreat offers everything you need to settle in and relax. Surrounded by vineyards and farms, yet minutes from beaches, marinas, Love Lane, and Greenport Village, you'll experience the best of North Fork living from one central location. Rental permit 0925

Top guest favourite
A softly lit path of stone pavers leads to a furnished patio area, where a dining table and chairs are set under a vibrant red umbrella. Trees provide shade, and gentle garden lights illuminate the surrounding grass, creating a welcoming evening ambiance.
Home in Mattituck
4.97 out of 5 average rating, 39 reviews

Vineyard Views & Bike to the Beach

30% DISCOUNT FOR 2 WEEKS OR LONGER STAYS Inquire about Extended Stay Summer Season rates Pets considered at owners discretion (additional fee per pet) “Vineyard View” is in the heart of the North Fork, it is the result of a feat of love for open spaces, vineyard views and the wooded yard. The house provides a contrast of town, country and beach feel with an outdoor shower and furnished patio, lawns and gardens. Only a few minutes walk to Love Lane and a 4 minute ride to the beach

Top guest favourite
A wooden tray is centered on a neatly made bed, featuring a book and a coffee cup. The bed is dressed with a white quilt, and a softly textured pillow is placed against the headboard. A bedside lamp provides gentle illumination.
Guest suite in Southold
4.94 out of 5 average rating, 146 reviews

Comfortable Suite, a walk to the beach

Keep it simple at this spacious and peaceful home. Built in 2019, this home was specially designed for sustainable, green living; ground-source heating, and super insulation allow for minimal environmental impact and provide a quiet and comfortable stay. About a five minute walk to McCabe’s Beach. Very near to wineries, farms, and the quaint shops and bakeries of Southold and Greenport. Little Fish restaurant and oyster sales all down the street. Short drive from Sparkling Pointe vineyard.

Guest favourite
A serene beach scene captures a golden sunset reflecting on calm waters. The sandy shore leads to gentle ripples, while distant land silhouettes frame the horizon. A tranquil ambiance is created as the sun descends, providing a peaceful setting for evening strolls.
Flat in Southold
4.94 out of 5 average rating, 144 reviews

Bright, Southold Studio Apt near beach & town

Pied a terre on the North Fork, in the heart of Southold village. Gorgeous bay beach 5 minute walk, as are farmstands, supermarket, Historic Southold Village with quaint shops, Hampton Jitney & LIRR. Lots of light, new contemporary space featuring full bathroom with bathtub. Perfect for one, suitable for a couple for weekend getaway. Small kitchenette perfect for simple food prep, morning coffee/tea. Chickens on property, fresh pastured eggs in your kitchenette upon arrival!

Top guest favourite
A charming blue house is framed by lush green trees, with a welcoming front porch. Large windows invite natural light, while a white picket fence complements the tranquil outdoor setting. The spacious yard features vibrant grass, enhancing the peaceful atmosphere.
Home in Southold
4.96 out of 5 average rating, 51 reviews

The Saltbox: Outdoor Dining, Fire Pit, Soaking Tub

𓇼Walk to the Beach! ༄Location: quiet oasis by nature preserve, vineyards, breweries, farm stands, restaurants + attractions, 5 min to Greenport Village + Southold 𓇼Firepit, outdoor dining with string lights, grill, beverage cooler ༄Equipped kitchen w/blender, coffee, waffle maker + more! 𓇼Bathrooms w/heated floors + a clawfoot soaking tub (Please note there is only 1 shower) ☼Family Friendly: Board games, packNplay, high chair, beach chairs + toys ༄Kayak + bikes 𓇼Smart TVs

Guest favourite
A bright living area features light-colored walls and wooden flooring. A comfortable sofa and a plush chair are arranged around a rustic coffee table. A ceiling fan hangs above, while a kitchen with a blue island is visible in the background, enhancing the space's openness.
Home in Mattituck
4.92 out of 5 average rating, 174 reviews

Modern Farmhouse Steps to Beach & Love Lane

Our home is professionally designed and set on a spacious, manicured green parcel enclosed by a Cul-de-sac with complete privacy inside and out. The home is designed with all modern conveniences and is located less than a 5 minute walk to Love Lane (Mattituck's charming downtown), Veteran's Beach (one of the best beaches on the Northfork) and the Mattituck train station. It is a place to relax, unwind and enjoy all that North Fork has to offer.

Guest favourite
A single-story house is depicted among lush green grass and well-maintained gardens. The welcoming front porch features white railings and a gentle slope leading to the entrance. Surrounding trees and shrubs complement the home's exterior color and design.
Home in Mattituck
4.91 out of 5 average rating, 34 reviews

Elena’s Beach house

A beautiful and quiet place to get away from all the Hustle and bustle. A quick walk to the beach. Situated minutes away from any of the vineyards. Very close to Mattituck town. So much to do or nothing to do, the choice is yours. Explore nature along the beautiful North fork of Long Island. Find the perfect Northeast wine. Let your soul set sail along the scenic coast. When your done with your daily adventure get cozy in our house.

Top guest favourite
Cottage in North Fork
5 out of 5 average rating, 63 reviews

3 Min Walk to Beach| 1 Mile to Town | Fam-Friendly

<b>The Greenport Beach Cottage</b> • Bright & updated 800 sq ft coastal cottage • 3 minute walk to beach, 4 minute drive to town • Sleeps up to 5 guests • Family-Friendly Amenities • Backyard with 2 fire pits, charcoal & gas grill, outdoor shower • Garage with 4 beach cruiser bikes, Foosball table & small gym area Book your coastal getaway now- only a few summer weekends remaining! IG: @thegreenportbeachcottage

Guest favourite
A light-colored bungalow is depicted, showcasing a covered balcony with a white railing. A sliding glass door provides access to the interior, while views of the water and horizon are visible in the background, creating a serene coastal atmosphere.
Bungalow in Mattituck
4.92 out of 5 average rating, 74 reviews

Incredible Beach Front Bungalow w/ Private Beach!

Experience the very best North Fork has to offer at this beautifully renovated and peaceful private waterfront property. Open sliding doors and step onto a large patio to enjoy panoramic views of the Long Island Sound, and witness the most stunning sunsets! The perfect beach retreat for family and friends or a couple's getaway, one thing for shore is you will absolutely love this charming bungalow!

Top guest favourite
The exterior of a charming house is featured, showcasing warm orange siding with blue accents. A spacious deck with wooden railing and a grill is visible, surrounded by lush greenery. Large windows allow natural light into the interior, creating a welcoming atmosphere.
Home in Mattituck
4.97 out of 5 average rating, 73 reviews

Mattituck Dream House - Rental Opportunity

The Mattituck Dream House, is high on a hill overlooking the Mattituck Inlet on the North Side of town. Four bedrooms, with queen beds in 2 rooms, a full in one room and a king bed in the master suite. Friends tell me it feels like they are away at a destination vacation! I would like to rent my house for the summer, but I could also do monthly. June, July & August.

Guest favourite
A modern cottage is set amidst lush greenery, featuring a spacious rear deck and a lower patio area with two lounge chairs. The second story includes a covered deck with an awning, while large windows invite natural light into the interior.
Home in Mattituck
4.92 out of 5 average rating, 113 reviews

Walk to Breakwater Beach in Heart of Wine Country

Private and peaceful cottage walking distance to Breakwater Beach and Old Mill Inn Restaurant on the water opening Spring 2025. There are two large decks to relax by the firepit and drink your wine from the local wineries. Bikes, kayak, and paddle board are stored in the barn for guests use. Easy access to the marina, fishing, fine dining, vineyards, and farm stands.

Top guest favourite
A cozy bedroom featuring a spacious bed dressed in soft linens is positioned against a light-colored wall. Natural light filters through two windows, casting gentle shadows on the warm wooden floor. A ceiling fan hangs overhead, and a mirror and chair add functional elements to the space.
Home in North Fork
4.97 out of 5 average rating, 196 reviews

Secluded Farmhouse - Studio Apartment Style Unit

Private studio suite with separate entrance and full bath in a modern North Fork farmhouse on a peaceful farm property. Enjoy a screened porch, fire pit, and outdoor seating. Includes mini fridge, Keurig, tea, homemade granola, and seasonal eggs/produce. Attached to our home, so some light household noise is possible. Private chef + yoga services available.

Popular amenities for Mattituck holiday rentals

When is the best time to visit Mattituck?

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Frequently Asked Questions

  • What are the best places to stay in Mattituck?

    Mattituck has waterfront neighborhoods, vineyards, and tree-lined streets where travelers often find welcoming vacation rentals. Many choose stays near Main Road for easy access to local shops and markets.

  • What are the best things to do in Mattituck with kids?

    Kids enjoy picking fruit at local farms, playing in parks, and visiting hands-on ice cream or chocolate shops. Scenic picnic spots and small craft markets also make for relaxed family outings.

  • What are some of the best things to do in Mattituck?

    Mattituck has local vineyards for tastings, u-pick farms with seasonal produce, and waterside parks perfect for relaxing. Exploring art studios, antique shops, and traditional farm stands is often recommended around the area.

  • How is the weather in Mattituck?

    Mattituck has cool winters, around 25–44°F (-4–7°C), with occasional rain and snow. Summers are warm, averaging 67–83°F (20–28°C), and often humid. Spring and fall bring milder temperatures and changing foliage.

  • When is the best time to visit Mattituck?

    Late spring through early fall is frequently suggested, with temperatures ranging around 51–83°F (10–28°C), and farms and vineyards coming alive with activities. Those interested in quieter visits and brisk weather often choose winter or early spring.

  • What are the best places to visit in Mattituck?

    Vineyards, scenic parks, and u-pick farms are often recommended around Mattituck. The area also has art galleries and farm stands showcasing local products.

  • What are some hiking trails in Mattituck?

    Mattituck has wooded nature preserves and scenic coastal paths, great for relaxed walks and birdwatching. Many visitors enjoy exploring quiet trails through farmlands and salt marshes near the water.

  • What are some family activities we can do in Mattituck?

    Families can explore u-pick farms, play at waterside parks, or enjoy biking along quiet country roads. Farm stands and local ice cream shops add fun to the day for all ages.

  • What are some of the best day trip ideas from Mattituck?

    Visitors often explore neighboring North Fork villages, spend time at local beaches, or discover art museums and nature preserves nearby. Seasonal boat tours and lighthouse visits are also frequently suggested.

  • Are there any pet friendly accommodations available in Mattituck?

    Several vacation rentals in Mattituck welcome guests with pets. Many are near green spaces, so dogs and their people can enjoy outdoor walks together.

  • What are some local tips for visiting Mattituck?

    Visiting in spring or fall can mean fewer crowds and access to local harvest experiences. Bringing cash for farm stands and aiming to visit vineyards on weekdays is often suggested for a quieter pace.

  • What is Mattituck known for?

    Mattituck is recognized for its wine region, historic farms, and access to Long Island Sound. Its agricultural roots and vibrant local markets continue to shape the area's character.

  • What are the best hidden gems to explore in Mattituck?

    Explore lesser-known local art studios, tucked-away nature preserves, and quiet bayside inlets around Mattituck. Visiting traditional bakeries or small antique shops in town also rewards those who seek out local character.

  • What are the best foods to try in Mattituck?

    Fresh produce, hand-crafted wines, and locally caught seafood are frequently suggested in Mattituck. Visitors enjoy home-baked pies from farm stands, as well as ice cream made with regional ingredients.

  • What should I bring for a trip to Mattituck?

    Pack comfortable walking shoes, a light jacket for breezy evenings, and a bag for farm stand finds. Sun protection is helpful, as days tend to be bright at local vineyards and the water's edge.

  • What is the nightlife in Mattituck like?

    Mattituck's nightlife is relaxed, with wine bars, casual restaurants, and live music events that highlight the local community spirit. Many venues feature seasonal menus and locally sourced ingredients.

  • What are the most popular events or festivals in Mattituck?

    Mattituck is known for local wine and food festivals, community fairs, and seasonal harvest events in late summer and fall. Farmers’ markets and art shows are also popular throughout the year.

  • Are there family friendly vacation rentals in Mattituck?

    Mattituck has many family-friendly vacation rentals, often with spacious yards or proximity to quiet parks. Travelers enjoy options that allow for easy outdoor access and group gatherings.

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