Holiday rentals with outdoor seating in New Haven

Charming Farmhouse with Pool, Yard, and Walkable

This is a charming 2 family home with an 18x36 private saltwater pool and large yard. Walkable to the quaint village of Southold with local shops and eateries. Walking distance to the LIRR and Jitney bus line. Close to Greenport Village, local wineries and breweries, and many beaches. Public tennis and pickleball courts, miniature golf, and Islands End Golf Course are all nearby. Live music is a staple at many venues during the season. Stay and enjoy the NF! Owner resides on the property.

WaterviewsTakeWedding pics,CollegeTours Yale&Beach

Spectacular unobstructed Long Island Sound views to enjoy year-round out your front door along Pardee Seawall! This exceptional shore line property offers all new furniture & amenities. Minutes from wedding venues-perfect for getting dressed on your wedding day & taking photos literally right outside your door (props available). Near: Tweed NH Airport, beach, Yale University & Hosp, restaurants & museums. All new furniture, linens/towels, grill, fire pit, centralAC, WIFI. Onsite parking.

Tranquil getaway cottage in charming neighborhood

Escape the city bustle and unwind in the tranquility of The Red Cedar Cottage nestled between Bethel and Newtown, just a short drive from Danbury, CT. Tucked away in a peaceful neighborhood, this fully renovated cottage offers a serene getaway for couples seeking relaxation. Unwind in style on a high-end king-sized mattress in a whimsically curated space designed to rejuvenate your senses. Discover the Red Cedar Cottage and immerse yourself in a tranquil escape from the ordinary.

Romantic Botanical Glamping

A spiritual respite for relaxation and mental wellbeing. The perfect relaxing Romantic Botanical Glamping Spiritual Garden Retreat Getaway, off the beaten track but close to civilization with a rustic romantic flair. Pool, gardens, seasonal vegetables & fruit & Fall Colors. Local activities within minutes. Recline by the pool or gardens, or at the plush upscale movie theater in town. Antique trail, wine trail, breweries and distilleries. 24+ hiking areas.

Dome w/cooling fans on solo campsite.

NOTE: If this space is booked for the dates you chose, we have a similar listing. Send an inquiry and we will respond with the link. Unique/solo campsite, adjacent to 150 acres of open space w/4+ miles of marked trails. Secluded, peaceful, and quiet..AND only 1.5 miles to major shops. Enjoy time hiking or relaxing by the campfire. Perfect couple's weekend getaway to sleep under the stars!

Bright and Breezy Cottage by the Sea

Bright and breezy beach cottage, 500 ft walk to a private beach on the scenic Long Island Sound! Newly renovated, 100 year old, cozy home in a friendly, quiet residential neighborhood. Relax on the deck, in the hammock or take a luxurious shower outside under the stars. A partially stocked new kitchen is at your disposal along with a washer dryer. House is Solar powered.

Modern cozy, pet friendly

Kick back and relax in this calm, stylish space. This is a full finished apartment with a private entrance full bathroom full one bedroom full kitchen, second bed-sleeper sofa in the living room. This is a private property we live upstairs. very safe clean neighborhood. Property sits on a 3.5 acres. From parking to the entrance is a short walk thru the grass yard.

Mid-Century Modern House - Ciela Haus

IG: @cielahaus A mid-century modern home with cathedral ceilings, carefully curated interiors and a warming indoor charcoal BBQ. It is the perfect getaway for a group of friends or family to explore the outdoors, farms, wineries or to simply enjoy tranquility. I hope you enjoy staying here as much as I loved renovating, curating and styling it!

Peaceful & Elegant home|Close to Yale and downtown

Dove Haven is a peaceful, light-filled retreat near Yale and downtown New Haven. Thoughtfully designed for comfort and calm, it features cozy interiors, fast WiFi, a fully equipped kitchen, and private parking. Perfect for getaways, work trips, or visiting the university — a soulful space to relax, recharge, and feel at home.