Holiday rentals with lake access in Southold

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Top-rated rentals with lake access in Southold

Guests agree: these rentals with lake access are highly rated for location, cleanliness and more.

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Top guest favourite

Flat in Patchogue

4.95 out of 5 average rating, 147 reviews

Spend A Few Days In This Cozy Getaway

Enjoy a stylish experience at this centrally-located place. This is a brand new cozy & quaint studio apartment that includes everything you need to enjoy a nice getaway. Less than a mile from Patchogue Village with many choices of fine dining, casual dining, or nightlife. A quick 7 minute drive to Davis Park ferry Terminal which will take you to beautiful Davis Park on Fire Island. A 60 minute drive to historic Montauk Point. A great weekend escape with everything Long Island has to offer.

Top guest favourite

Guest suite in East Patchogue

5 out of 5 average rating, 11 reviews

Lake Shore Oasis

Escape to our serene, historical lakefront oasis! Nestled on a sprawling 2-acre property, this charming 2-bedroom, 2-bathroom suite offers the perfect blend of relaxation and luxury. The elegantly furnished suite, with its own separate entrance, ensures privacy and comfort. Rest easy on beds with 800-thread-count linens. A separate office with a desk allows for remote work. Unwind in the whirlpool tub. Enjoy the balcony overlooking the lake, or take a dip in the salt water heated pool.

Guest favourite

Home in North Fork

4.91 out of 5 average rating, 23 reviews

Coastal Cottage on the Water

A coastal cottage on the water surrounded by vineyards and farm stands on the North Fork. Unwind in the backyard with a private view of the Goldsmith's Inlet where you can watch the sunrise, bird watch, and admire our local swans. A quick 5-minute walk to the Long Island Sound where you can sunbathe, swim, kayak, and watch the beautiful sunset. Conveniently located near Greenport, Orient, and Southold. *IMPORTANT* Kayaks and grill are only available from May 1st to October 31st.

Guest favourite

Home in North Fork

4.94 out of 5 average rating, 31 reviews

Waterfront NoFo Cottage w/ public beach access

Enjoy this waterfront cottage overlooking Marion Lake surrounded by lush landscape and wildlife. Experience the local Vineyards, take a leisurely stroll in downtown Greenport, ferry to Shelter Island, drive to Orient, or discover local hiking trails. Savor the culinary delights at the area's great restaurants, with fresh seafood and farm-to-table dining. Nestled between Greenport and Orient Point, East Marion provides access to all the North Fork has to offer. Rental Permit #1060

Guest favourite

Home in Branford

4.94 out of 5 average rating, 17 reviews

Breathtaking Panoramic Waterfront

Relax to sweeping views from every room in this unique, 4600 sq foot direct-waterfront home with two small private beaches, boulders by the water, large pool, hot-tub, outdoor bar, kayaks, and fire pit. 2 floors of wraparound patio/deck, plus 3rd floor loft and roof patio. Open floor plan, sweeping staircase, 5 bedrooms plus loft, 3.5 bath plus half bath and outdoor shower by pool. A real oasis! (Note: pool not heated and open mid-may to mid-Oct only; hot tub closed Jan-March)

Guest favourite

Home in Clinton

4.85 out of 5 average rating, 13 reviews

Boulder Lake House Retreat

Experience the beauty of spring at our charming lake house—an ideal retreat for families, friends, or a romantic getaway! Nestled along Boulder Lake and just under 3 miles from Hammonasset State Park, our home offers the perfect mix of comfort and outdoor adventure. Wake up to the sight of the sparkling lake, sip your morning coffee on the deck, and soak in the fresh spring air! Spend your days fishing, exploring nearby trails, or dining outdoors as the season comes to life!

Superhost

Home in New Haven

4.82 out of 5 average rating, 44 reviews

Blue Bungalow W/ Marina Views

Welcome to your perfect water view fall retreat in New Haven, Connecticut! This riverfront home offers stunning water and marina views and access to all the marina amenities across the street. Recently updated, boasting modern design and a charming atmosphere. Whether you're here for a weekend getaway or a longer stay, this inviting abode promises a peaceful and luxurious experience. Don't miss the chance to make unforgettable memories in this delightful short-term rental.

Guest favourite

Home in North Fork

4.88 out of 5 average rating, 25 reviews

North Fork Lakefront cottage near Kenney's beach

Outdoor living on lakefront property. Walk to Kenney's beach. Cycle to many wineries, farm stands and grocery shopping. Beautiful 400 spft cottage with covered porch, living-room, fully outfitted new kitchen, 2 bedrooms (1 queen and 1 twin bed), indoor 1/2 bath, OUTDOOR new private cedar shower, indoor dining with lake view, outdoor waterfront dining and bbq grill, AC and heat, excellent wifi connection/work from home Very quiet peaceful location surrounded by nature.

Superhost

Home in New London

4.86 out of 5 average rating, 139 reviews

Waterview Cove 2 @ Ocean Beach: 5 Queen

Open Availability: Starting Fri May 9, 2025 + ALL SUMMER '25 INSTANT BOOK NOW Amazing Water View - Alewife Cove Two Block Walk to Atlantic - Ocean Beach Park Outdoor Deck w/ Seating available (2nd week May - until Nov 6th) Fully Fenced Yard - Great for Pets *certain holidays/summer excluded in booking min *discounts apply to nightly rate only *we can not combine multiple discounts, yet highest % applies *if available, also apply 10% non-refundable booking option

Guest favourite

Guest suite in North Fork

4.92 out of 5 average rating, 155 reviews

GREENPORT RETREAT- PRIVATE 2 BR APT w/ PRIV BEACH

4-6 GUEST MAXIMUM PLEASE. Cozy 2 BR and 1 BTHRM apartment in private home in Greenport NY. Total privacy and separation of unit!! Perfectly situated on 1.75 acres. 3 minute drive, or easy walk, to the center of Greenport village, 2 minute ferry ride to quaint Shelter Island, and a 6 minute drive to tip of Orient. So right in the middle of the action with the peace and serenity of living outside the village. Private beach a short walk/ride down the street.

Top guest favourite

Home in East Lyme

4.93 out of 5 average rating, 61 reviews

Lakeside bliss

Secluded lakeside cottage home overlooking a stunning lake with NO MOTORS is a peaceful spot, yet conveniently located 1/2 mile from the shoreline town, beaches, and boardwalk. Come and stay for a weekend, a week or a month. Small well appointed kitchen, full bathroom, living/dining room, sliders to large wrap deck, BBQ, and gardens. Plenty of parking, Wifi, SmartTV. Experienced, gracious, accommodating host.

Guest favourite

Cottage in Yaphank

4.85 out of 5 average rating, 62 reviews

Beautiful Waterfront Cottage

Historic Waterfront with Private Island (this property has a bridge to a private island). Large south facing deck, brand new kitchen and beautiful antique claw-foot bathtub and rainfall shower. The home is 10 minutes from the beach, 10 min from Bellport, 25 minutes from Southampton and 1 mile from the train station to New York City. Enjoy a quiet escape from the city in this well-appointed home.