
New Haven Area Rentals
- From $140 per night (USD)
VRBO
Peaceful Hidden Gem Near The Beach Ideal For Longer Stays
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Comfortable nice 1 bdr in a quiet neighborhood easily accessible to I-95 and the Merritt Parkway. Perfect for business t ...
From $140 per night (USD)VRBO
- From $144 per night (USD)
VRBO
Perfect Family Beach Getaway, walking distance to Restaurants
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Rental of this property is subject to The State of Connecticut Travel Restrictions. This property is cleaned and disinfe ...
From $144 per night (USD)VRBO
- From $106 per night (USD)
VRBO
1.5 blocks from the Ocean, Botanical Garden on protected estuary. True sanctuary
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
We do not rent long term in the summer. Limited full weeks available. Beautifully renovated, oak kitchen, cathedral cei ...
From $106 per night (USD)VRBO
- From $242 per night (USD)
Expedia
Cozy Home near private beach , close to New Haven area colleges Hospitals
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
If you want a great place to walk to Restaurants, local post office, private beach, trails,Trolley Museum, with a 5 minu ...
From $242 per night (USD)Expedia
- From $396 per night (USD)
VRBO
Charming 2-Bedroom Ranch on a Quiet Cul-de-Sac - Minutes to Beach and Town Green
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This cozy 2‑bedroom, 1‑bath ranch is the perfect summer getaway. Tucked away on a peaceful cul‑de‑sac yet only minutes f ...
From $396 per night (USD)VRBO
- From $401 per night (USD)
Expedia
Penthouse Apartment at Yale University.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Penthouse apartment featuring soaring ceilings, exquisite finishes, just steps from the new Yale School of Management. ...
From $401 per night (USD)Expedia
- From $795 per night (USD)
VRBO
Morse · Maison de Jardin Yale New Haven for Large Groups
- Bedrooms:
- 1
- Bathrooms:
- 5
- Sleeps:
- 12
Summary: Discover timeless charm at Maison de Jardin, a five-bedroom home with elegant French vintage interiors. Perfec ...
From $795 per night (USD)VRBO
- From $1040 per night (USD)
Expedia
Beach Front Arts & Crafts House With Gorgeous Views Of The Sound
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
Distinctive hundred year old house, with beautiful hard wood floors, and stone porch, original arts & crafts architectur ...
From $1040 per night (USD)Expedia
- From $599 per night (USD)
VRBO
Walkable New Haven Retreat w/ Ocean Views!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This 1920s home retains its classic charm while boasting all the modern touches you need for a relaxing stay in New Have ...
From $599 per night (USD)VRBO
- From $1389 per night (USD)
VRBO
Stylish luxury in New Haven, CT
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Stylish, luxury apartment in Wooster square, New Haven. Steps away from the best pizza in the world on Historic Wooster ...
From $1389 per night (USD)VRBO
- From $516 per night (USD)
VRBO
Beachfront paradise- come, stay, relax!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 5
Looking for an island-feel getaway? You've arrived! Welcome to La Spiaggia. Come enjoy this 4 bedroom, 2 bath home and w ...
From $516 per night (USD)VRBO
- From $492 per night (USD)
Expedia
Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Stay at Milford Ocean View — a ground-floor 2-bedroom beachfront rental in Milford, Connecticut, perfect for vacation st ...
From $492 per night (USD)Expedia
- From $531 per night (USD)
VRBO
Awesome Views of Long Island Sound! Relax, swim, walk and feel the sea breezes!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Experience one of CT's most desirable and family friendly shoreline areas - Mulberry Point (a private association) in hi ...
From $531 per night (USD)VRBO
- From $187 per night (USD)
Expedia
Peaceful farm area, on the reservoir, near vineyards
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This simply cozy studio looks out upon a hay field visited daily by deer and other wildlife. We let nature take its cour ...
From $187 per night (USD)Expedia
- From $319 per night (USD)
VRBO
Beachfront getaway in Milford
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Welcome to your beachfront getaway! Direct waterfront oasis in Pond Point Beach neighboring Bay View Beach! You don't wa ...
From $319 per night (USD)VRBO
- From $336 per night (USD)
VRBO
Remodeled spacious 2 BR near downtown with yard and wrap around porch
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Fully furnished and great location in Branford. Brand new kitchen with stone counters and all new stainless appliances i ...
From $336 per night (USD)VRBO
- From $441 per night (USD)
VRBO
Renovated Milford Beach home by Charles Island/Silver Sands Pk
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Welcome to your own personal beach paradise! Step out of your front doors and windows to witness breathtaking sunrises o ...
From $441 per night (USD)VRBO
- From $265 per night (USD)
Expedia
Close to Yale
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Short steps away from Yale University and surrounding landmarks. Close to Hospitals, highways, canal bike trail, and mal ...
From $265 per night (USD)Expedia
- From $296 per night (USD)
VRBO
Enjoy a taste of New England in Historic Guilford Ct
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy a taste of New England charm. Located by the historic Guilford Green. Wonderful restaurants, great shopping, beach ...
From $296 per night (USD)VRBO
- From $770 per night (USD)
Expedia
Laurel Beach-Milford
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This is a classic 1920 type beach home with a very unique and gracious style. The home has plenty of room for all to ei ...
From $770 per night (USD)Expedia
- From $460 per night (USD)
VRBO
Charming Mountain view country home with porch and deck
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 2
Charming Mountain view country home with three season porch and big deck for summer outdoor entertainment, and enjoy par ...
From $460 per night (USD)VRBO
- Click For Pricing
Expedia
Milford beach cottage. Steps to beach.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Milford, CT has for well over 100 years had a thriving summertime beach community. This is an original vintage beach cot ...
Click For PricingExpedia
- From $554 per night (USD)
VRBO
Beachfront Connecticut Retreat w/ Views!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Walk along pristine beaches and a sandbar to explore Charles Island; this quaint cottage is a unique getaway vacation re ...
From $554 per night (USD)VRBO
- From $218 per night (USD)
VRBO
Gorgeous 1st Floor Westville Apartment
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Come home to this beautiful, renovated Westville 3 family. This isn't just another multi-family this is a lifestyle rent ...
From $218 per night (USD)VRBO
- From $407 per night (USD)
VRBO
Stay Above Our Antique Shop In The Ridgeview Suite @ Stony Creek Depot
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The building (originally a pub for local quarry workers) was built in the late 1800s, with the upper residence added in ...
From $407 per night (USD)VRBO
- From $763 per night (USD)
Expedia
Spacious Modern Beach House, perfect for families
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
A short walk to Short Beach! Access to 2 private beaches. Walk to the beach, restaurants, parks, trails, the Trolley M ...
From $763 per night (USD)Expedia
- From $844 per night (USD)
VRBO
Unobstructed Ocean Views! 4 bed/3 bath/private parking
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Come relax at The Sand Dollar House! Located across from Seabluff Beach, our four bedroom, three bath house has unobst ...
From $844 per night (USD)VRBO
- From $582 per night (USD)
VRBO
Gorgeous Victorian direct ocean front single family six bedroom, ten rooms
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 12
A beautiful Ocean Front 10 room Victorian home with a Full Wrap around porch overlooking the Ocean. *Landlord repres ...
From $582 per night (USD)VRBO
- From $246 per night (USD)
VRBO
Birdsong - Relaxation, Activities & Culture In Quaint Shoreline Town
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Birdsong is a handicap accessible apartment, which is attached to the west side of our house with beautiful views of the ...
From $246 per night (USD)VRBO
- From $113 per night (USD)
VRBO
Furnished 1BR Near Yale&VA Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Fully furnished first-floor 1BR condo (700 sq ft) in a prime location, ideal for travel nurses and Yale or VA Hospital s ...
From $113 per night (USD)VRBO
- From $258 per night (USD)
VRBO
Cute country cottage for getaway stay
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Resting by open fields, this lovely guest cottage is the perfect place for a getaway stay. Beautifully appointed with cl ...
From $258 per night (USD)VRBO
- From $2218 per night (USD)
VRBO
Waterfront Estate Home - Beach and Shared Pool - West
- Bedrooms:
- 3
- Bathrooms:
- 9
- Sleeps:
- 20
Never before offered! We’ve decided to rent the “twin” of our popular vacation rental on Middle Beach Road in Madison. ...
From $2218 per night (USD)VRBO
- From $501 per night (USD)
VRBO
Skytop Cottage Steps Away From Sandy Beach (Full Private Beach Access), NEW
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Charming two bedroom cottage located directly across from Silver Sands Beach with magnificent ocean views and full priva ...
From $501 per night (USD)VRBO
- From $3293 per night (USD)
Expedia
Unit 102 · Near Yale and Downtown Newly Renovated
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Everything is brand new! Washer and dryer inside the unit. WiFi, smart 4K TV. King size memory foam mattress for comfort ...
From $3293 per night (USD)Expedia
- From $434 per night (USD)
VRBO
#2 Beautiful Milford Beach Right Across Street - Charles Island/Silver Sands Pk
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your dream beach getaway in Milford, Connecticut! This stunning 2 bedroom, 1 bath first floor apartment is pe ...
From $434 per night (USD)VRBO
- From $722 per night (USD)
Expedia
Beachfront house on Long Island Sound
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Waterfront home with private beach access overlooking Long Island Sound, located in a quiet residential neighborhood. E ...
From $722 per night (USD)Expedia
- From $90 per night (USD)
VRBO
Beach side rental booking 2026 : Sea Drift Cottage long term availability
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Cozy beach rental 300 steps from the water! Includes all utilities, Hulu & WiFi. New for 2022 :New Electric 24" stove a ...
From $90 per night (USD)VRBO
- From $836 per night (USD)
VRBO
1 Block from Water - Welcoming 4 Bedroom Home
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Enjoy a relaxing experience at this centrally-located home. Steps from the historic Madison Beach Club and within walkin ...
From $836 per night (USD)VRBO
- From $165 per night (USD)
VRBO
FRESHLY RENOVATED 2 BR APARTMENT!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
NEAR GRIFFIN HOSPITAL. Hard wood flooring throughout. New appliances, new bathroom, new kitchen. New furniture. Close to ...
From $165 per night (USD)VRBO
- From $172 per night (USD)
Expedia
ENTIRE APARTMENT RECENTLY RENOVATED 2BR
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
FRESHLY RENOVATED TWO BEDROOM APARTMENT CLOSE TO GRIFFIN HOSPITAL! Spacious, open layout. 65” 4K Smart TV. Tempur-Pedic ...
From $172 per night (USD)Expedia
- From $331 per night (USD)
VRBO
Unit 101 · Renovated, 1 mile from YALE!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
King size bed! Everything is brand new! Washer and dryer inside the unit. WiFi. 2 TVs, 1 65” smart 4K in living area and ...
From $331 per night (USD)VRBO
- From $361 per night (USD)
Expedia
Milford Beach private large Studio by Charles Island/Silver Sands State Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to your dream beach getaway in Milford, Connecticut! This private, bright and airy Studio unit has its own separ ...
From $361 per night (USD)Expedia
- From $131 per night (USD)
VRBO
Quiet Furnished 2BR Condo Near Yale&VA Parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Luxury furnished 3-level townhouse ideal for travel nurses and Yale staff. Features 2 bedrooms with king and queen beds ...
From $131 per night (USD)VRBO
- From $2124 per night (USD)
VRBO
Waterfront home- Sleeps 10 - private beach-epic pool
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Updated historic waterfront Victorian with modern amenities. Quintessential New England getaway, located in the heart o ...
From $2124 per night (USD)VRBO
- From $337 per night (USD)
VRBO
Unique, refined-rustic suite in Stony Creek village.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
You'll be telling all your friends how you found the perfect spot to enjoy a visit to Branford's Stony Creek Village wh ...
From $337 per night (USD)VRBO
- From $611 per night (USD)
VRBO
Chill and relax. Or remote to work from the beach.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
There are few places like this on the shoreline that sit directly on a quiet, private, sandy beach. Life is good at th ...
From $611 per night (USD)VRBO
- From $220 per night (USD)
VRBO
Stocked home close to Yale, in Heart of New Haven
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
This 1st floor, 3 bedroom apartment, is dripping with charm. Its in a 2 family home in a quiet, clean, neighborhood of d ...
From $220 per night (USD)VRBO
- From $131 per night (USD)
VRBO
Stylish and Affordable LOFT- Close to YALE
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
It is a very unique loft that is close to the beach, famous YALE campus and New Haven Downtown which offers variety of r ...
From $131 per night (USD)VRBO
- From $607 per night (USD)
VRBO
Madison, CT - Coastal Modern Farmhouse w/Outdoor Kitchen & Large Fenced in Patio
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Gorgeous, modern, beach farmhouse is waiting for you to come and enjoy! This fully renovated home has access to a priva ...
From $607 per night (USD)VRBO
- From $620 per night (USD)
VRBO
Historic cottage 100 yards from private beach on private compound
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Built in the 1800’s this cottage is one of the originals on the point and full of family history. There are only 9 homes ...
From $620 per night (USD)VRBO
- From $490 per night (USD)
VRBO
Casa Soleada in Heart of East Rock 3BR | Cozy King Bed | Near DT/Yale
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 9
Summary: Welcome to New Haven! Pizza capital of the world! Enjoy all that our city has to offer from our 3-bedroom loca ...
From $490 per night (USD)VRBO
- From $249 per night (USD)
VRBO
Cozy Garden Apartment Along Guilford’s Shoreline
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
In the delightful town of Guilford lies a cozy one-bedroom holiday house, providing a peaceful haven for your upcoming t ...
From $249 per night (USD)VRBO
- From $725 per night (USD)
VRBO
Beautiful Beachfront Cottage Leading Directly To Your Own Sandy Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Our wonderful beachfront home was designed with relaxation in mind. Walk through the twelve foot sliding doors and onto ...
From $725 per night (USD)VRBO
- From $362 per night (USD)
Expedia
171 Broadway · Renovated House Steps Away From The Ocean
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
STEPS AWAY FROM LAUREL BEACH. Across the street, you will have access to the beach. Whole house, 2 Stories. 3 bed rooms ...
From $362 per night (USD)Expedia
- From $1086 per night (USD)
VRBO
Newly-renovated beach house; steps to water; walk to town!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Exceptional beach house with all the trimmings in a family neighborhood steps away from the East Wharf beach, ranked by ...
From $1086 per night (USD)VRBO
- From $455 per night (USD)
Expedia
Orange Oasis in Heart of East Rock |Free Parking| Near Yale & DT
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 10
Summary: Welcome to New Haven! Located in the center of East Rock! Five Minute Drive to Downtown New Haven or enjoy ...
From $455 per night (USD)Expedia
- From $416 per night (USD)
VRBO
Cozy Gem: East Rock |King Bed| Near DT|Yale 3 beds
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Summary: Welcome to New Haven! Pizza capital of the world! Enjoy all that our city has to offer from our 2 bedroom loca ...
From $416 per night (USD)VRBO
- From $537 per night (USD)
VRBO
Charming Bright Cottage on Silver Sands Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Our 3 BD 1200 sq ft beach cottage offers easy living directly on the water. It is newly renovated and very comfortable. ...
From $537 per night (USD)VRBO
- From $864 per night (USD)
VRBO
Milford Beach House - Newer Construction!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Relax on the beach! Recently constructed 2,200 square foot, 3 bdrm home on a private sandy beach facing Long Island Sou ...
From $864 per night (USD)VRBO
- From $477 per night (USD)
VRBO
Beach Vacation Get-Away – Near All Conveniences. You Decide Which You Want.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
• Restored and updated, turn of the century (1898) Milford rental – spacious house, 3 bedrooms, sleeps 6 to 10, 3 bathro ...
From $477 per night (USD)VRBO
- From $139 per night (USD)
VRBO
Gorgeous Wooster Sq. apt. - wshr/dryr, parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Beautiful New Haven apartment, walking distance to Wooster Square! Come and enjoy this comfy, cozy and relaxing apartmen ...
From $139 per night (USD)VRBO
- Click For Pricing
Expedia
Hyatus Luxury Residences City Crossing
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Along with a 24-hour fitness center, this smoke-free aparthotel has a rooftop terrace and a conference center. Free WiFi ...
Click For PricingExpedia
- Click For Pricing
VRBO
Beachfront Home- Quiet, On The Water In Milford Connecticut
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Total Mortgage Arena– 9 Miles away Hartford HealthCare Amphitheater- 9 Miles away Fairfield University – 13 Miles Away Y ...
Click For PricingVRBO
- From $214 per night (USD)
Expedia
Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Incredible opportunity to stay in a modern apartment with a water view! Located on the Quinnipiac River close to downtow ...
From $214 per night (USD)Expedia
- From $703 per night (USD)
VRBO
Lovely summer cottage. Steps to the water, The Madison Beach Club, and town.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Classic and charming, this 3-bedroom, 2-bath Connecticut cottage sits on a quiet street just two blocks from the water. ...
From $703 per night (USD)VRBO
- From $579 per night (USD)
VRBO
Elegant house in East Rock.
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
Our house is a classic 4-square house on one of the best streets in New Haven. Spacious rooms with high ceilings and his ...
From $579 per night (USD)VRBO
- From $541 per night (USD)
VRBO
Charming cottage by the sea
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Charming waterfront cottage for rent by week or month in historic Guilford, CT. Swim, paddleboard, and kayak from the fr ...
From $541 per night (USD)VRBO
- From $408 per night (USD)
VRBO
Charming Beach House 2 BR, 1.5 BTH with waterfront ocean views.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Beach house on the water overlooking LI Sound. Recently renovated and freshly painted. Open floor plan, bright window ...
From $408 per night (USD)VRBO
- From $703 per night (USD)
VRBO
4000+ SqFt Home. Amazing Views, Private, Close to Downtown and Yale Univeristy
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Modern Coastal Charm Near Yale | 5BR • Sleeps 12 • Private Yard Welcome to your New Haven retreat, where light-filled s ...
From $703 per night (USD)VRBO
- From $414 per night (USD)
Expedia
#1 Beautiful Milford Beach Right Across Street - Charles Island/Silver Sands Pk
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your dream beach getaway in Milford, Connecticut! This stunning 2 bedroom, 1 bath first floor apartment is pe ...
From $414 per night (USD)Expedia
- From $430 per night (USD)
VRBO
Available July 1, 2025 2 week or monthly.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beach Cottage rental Rare opportunity to rent the enchanted cottage . Situated on a peninsula with the East River on o ...
From $430 per night (USD)VRBO
- From $663 per night (USD)
Expedia
Historic New England home ,Reunions Beach pass
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Artist's own beautiful spacious 2,200 sq ft home, historic property used to be a button factory at the beginning of ...
From $663 per night (USD)Expedia
- From $1028 per night (USD)
VRBO
Steps to beach! Custom-built house with panoramic ocean views, wrap-around deck.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This spacious, newer house sits on a .5 acre, professionally landscaped lot at Jacob's Beach in charming Guilford. The h ...
From $1028 per night (USD)VRBO
- From $255 per night (USD)
Expedia
Great 3 Bedroom close to downtown and Yale!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This Spacious 3 bedroom apartment, with 3 queen beds, eat in kitchen, and a large living room is perfect for a trip to N ...
From $255 per night (USD)Expedia
- From $1012 per night (USD)
VRBO
Private Beachfront Property
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
Private Luxury direct beachfront property. Enjoy stepping out the patio doors to a sandy beach, gentle waves and breatht ...
From $1012 per night (USD)VRBO
- From $468 per night (USD)
VRBO
Charming Beach Home-Steps To Sandy Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Beautifully remodeled beach home just steps from Silver Sands Beach. Main level boasts a granite kitchen with newer appl ...
From $468 per night (USD)VRBO
- From $929 per night (USD)
VRBO
Ideal Madison home just steps to the beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Sleeps 8 - Fabulous summer rental in the heart of Madison, CT, this 2,741 sq ft 4-bedroom home is perfect for a family v ...
From $929 per night (USD)VRBO
- From $157 per night (USD)
VRBO
Spacious Getaway ✔ Wooster Sq.✔ Seasonal discount✔
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Super spacious, extremely cozy apartment right by Wooster Square! This gorgeous apartment includes a full living room wi ...
From $157 per night (USD)VRBO
- From $310 per night (USD)
VRBO
Charming Apartment on the Same Block as Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Private, 2 BR apartment in the John B. Linsley house in the historical Branford Point district. Located on the same bloc ...
From $310 per night (USD)VRBO
- From $841 per night (USD)
VRBO
5 Bedroom Direct Waterfront Live.Work.Play Property
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Newly Renovated Harbor House direct waterfront 5 bedroom second floor home with sweeping water views from every room on ...
From $841 per night (USD)VRBO
- From $523 per night (USD)
VRBO
Classic shoreline cottage 5-minute walk to the beach, Madison CT private beach
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Walking distance to the a private beach (4 houses back from the beach), classic CT shoreline cottage has air conditionin ...
From $523 per night (USD)VRBO
- From $171 per night (USD)
VRBO
Historic Home near the Beach! And Yale!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Cute first floor bedroom and private bath in our 1880's Victorian house near the beach. Down the street from where Briti ...
From $171 per night (USD)VRBO
- From $298 per night (USD)
VRBO
Charming 1 bedroom by the Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Prior to booking please read "Host Disclosure" Lovely cottage home with cozy bedrooms, entire 1st fl unit, 1 bedroom Ap ...
From $298 per night (USD)VRBO
- Click For Pricing
Expedia
Beachfront home with heated pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy panoramic views of the Long Island Sound and the East River marsh area while you stay in this recently completed h ...
Click For PricingExpedia
- From $327 per night (USD)
VRBO
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Your family will be close to everything when you stay at this centrally-located place. This unit is within close proximi ...
From $327 per night (USD)VRBO
- From $131 per night (USD)
VRBO
2 Bedrooms by the water cozy condo
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Luxury furnished 3-level townhouse ideal for travel nurses and Yale staff. Features 2 bedrooms with queen beds and 1.5 b ...
From $131 per night (USD)VRBO
- From $1350 per night (USD)
VRBO
Waterfront Estate Home - Pool and Private Beach Pavilion - East
- Bedrooms:
- 4
- Bathrooms:
- 9
- Sleeps:
- 20
Iconic Middle Beach Road Summer House, with Private Waterfront, low tide beach and shared In-ground Swimming Pool! This ...
From $1350 per night (USD)VRBO
- From $175 per night (USD)
Expedia
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
BEACH HOUSE BUNGALOW NEW RENOVATED 2 BEDROOM. ALL NEW FLOORING, COVERED PATIO DECK WITH AWNING, BEAUTIFUL VIEW OF SUNRIS ...
From $175 per night (USD)Expedia
- From $268 per night (USD)
VRBO
The Pearl, NH hidden luxury close to the Quinnipiac River in historic property
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Amazing hidden luxury experience along the Quinnipiac River in a historic mid-19th century property with high ceilings, ...
From $268 per night (USD)VRBO
- From $284 per night (USD)
VRBO
Ennis Cottage - A holiday by the sea!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Beautiful one level cottage with kitchen, family room, bedroom and bath. Private back yard with grill and seating Pri ...
From $284 per night (USD)VRBO
- Click For Pricing
VRBO
The Blue Bird: Cozy 3 BR, Close to Yale & Downtown
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
The Blue Bird is the best space for either working or relaxing. In addition to three large bedrooms, this immaculate ap ...
Click For PricingVRBO
- From $1954 per night (USD)
Expedia
Luxurious, Direct Waterfront Home with Private Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Hurry and book the few remaining 2026 dates- Christmas and New Year’s Eve dates still available. Book quickly before the ...
From $1954 per night (USD)Expedia
- From $866 per night (USD)
VRBO
Beautiful, Spacious, Beachfront Home - Perfect for Entertaining Family & Friends
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Get ready for your amazing stay with family and friends on the ocean this summer or any time of year. Just steps from ...
From $866 per night (USD)VRBO
- From $294 per night (USD)
Expedia
Historic Whitneyville Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Step into the cozy oasis and relax at this peaceful place to stay. Newly renovated tiny home features all the amenities ...
From $294 per night (USD)Expedia
- From $121 per night (USD)
VRBO
A Peaceful Atmosphere
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Centrally located in Connecticut...Welcoming all travel nurses! Enjoy this fully furnished townhouse with peaceful and t ...
From $121 per night (USD)VRBO
- From $232 per night (USD)
Expedia
Spacious 2 Bedroom apartment close to Yale Bowl
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy a soothing first floor apartment located conveniently near Downtown New Haven, Yale Bowl, Southern Connecticut Sta ...
From $232 per night (USD)Expedia
- From $933 per night (USD)
VRBO
Morgan · Casa al Mare Beachfront Retreat Oceanview
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 12
Summary: Welcome to Casa al Mare! If you are looking for a place to relax and recharge, look no further. Enjoy this spe ...
From $933 per night (USD)VRBO
- From $796 per night (USD)
Expedia
Beachfront 3-bedroom vacation home just 14 minutes from Yale University
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Escape to the serene beachfront of Milford, Connecticut and experience the perfect vacation at this charming 3-bedroom v ...
From $796 per night (USD)Expedia
- From $149 per night (USD)
VRBO
Trendy & Timeless: Home away from home
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Centrally located in Connecticut...Welcoming all travel medical professionals! Enjoy this fully furnished townhouse wit ...
From $149 per night (USD)VRBO
- From $310 per night (USD)
VRBO
Cozy One Bedroom in Residential Home
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy a sense of peace and tranquility throughout this uniquely charming yet stylish house. The kitchen is fully equippe ...
From $310 per night (USD)VRBO




































































































