Vacation Rentals By Owner In Milford, CT

Showing 91 Of 91 Vacation Rentals

$612.95

Welcome to Ocean’s 55 !

Milford, Connecticut, United States

Welcome all to Bayview Beaches coolest/biggest vacation home … Ocean’s 55!! This MONSTER is a 4 bedroom with over 3000sq feet of over sized rooms , salt water air, and sunlight!brBring on your Wedding parties Large Family gatherings for the Holidays. Even a getaway on the north east coast with some friends. This house is accessible to the Private Bayview Beach and is 4 min to the very vibrant restaurant scene of Downtown Milford!!brThe spacebrThis is a very large beach community home that has access to a private beach within 500’brGuest accessbrParking is only on the property there is limited parking on the streetbrOther things to notebrWhen the beach is open you will need a guest pass. THERE IS NO SMOKING ON THE PROPERTY!!!

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$304.01

/ Nightly

Private Vacation Home

Charming 1 bedroom by the Beach!

Milford, Connecticut, United States

Prior to booking please read Host DisclosurebrbrLovely cottage home with cozy bedrooms, entire 1st fl unit, 1 bedroom Approx. 700 sq ft. Drenched sunlight and within steps of the beach, 4 houses or 400 feet from Sandy Beach and Long Island Sound. Newer bath and kitchen remodel. Open concept kitchenette (no stove or oven) , with refrigerator, Juicer, Keurig, microwave, and toaster. Enjoy strolls along the boardwalk with sunset views. Beach gear, bicycle, scooter, family-fun board games, and Yard games, WiFi & premium cable TV .brbr1 large flat-screen TVs, premium cable, with HBO, Showtime, and Xbox. 3 AC unit in the apartment for a cooling feeling. brbrbike, 1 Paddleboard, surf and boogie boards, and 2-person kayak, beach chairs & beach towels provided.brbrParking offered, dedicated to Guests at the driveway (renting in area without a parking spot does pose issues). brbrPlease Read Things to Do in area brbrFULL DISCLOSURE; in terms of matching expectationsbrWe have an older beach house with minor quirks- creaky floors, fridge door sticks, misc other (please don't hesitate asking questions); this is 1st floor apartment and tenant shares deck/ yard. None of the beach gear should be used, without adult supervision or stronger swimmersbrWe are SuperHost on alternate travels sites, with stellar reviews.brbrOur offering is great for staycations, or professionals relocating.

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Exceptional(27)

$932.16

/ Nightly

Private Vacation Home

Beachfront house on Long Island Sound

Milford, Connecticut, United States

Waterfront house with a private beach overlooking Long Island Sound waters in a quiet residential area.brbrEnjoy the fully equipped kitchen with newly installed dishwasher and gas range, dining area with dining table that sits 8, and cozy living room with leather sofas and 55” TV.brbrRelax on the fully furnished, oversized patio/deck that has plenty of sitting spots and another dining table that fits 10.brbrTake long walks on the beach or stride on the Silver Sand boardwalk that starts steps away from the house and is overlooking Silver Sands park .brbrBarbecue on the deck using either gas or wood grill (both are available).brbrDine at the excellent Greek Spot Cafe & Grill just 3 min walk from the house. Many more cafes, restaurants, and bars are in the town, short drive away.brbrMetro North is 6 min drive, 30 min walk or a short bus ride from the house. The train gets to Grand Central in under 100 minutes. brbrTwo dedicated working desks for remote work or study. One of the desks is height-adjustable with 30 ultra-wide curved monitor.brbrOne of the bedrooms is on the first floor and is accessible without climbing stairs. brbrAnd, all the windows have either shades or curtains, or both despite what is shown on some of the pictures.brbrDuring the hot summer months, we provide window ACs in all the bedrooms.

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Exceptional(28)

$134.55

/ Nightly

Apartment

Beach side rental booking 2026 : Sea Drift Cottage long term availability

Milford, Connecticut, United States

Cozy beach rental 300 steps from the water! Includes all utilities, Hulu & WiFi. brNew for 2022 :New Electric 24 stove and Mitsubishi Mini Split Air conditioning & Heating system.brbrBeach at sunrise http://www.youtube.com/embed/4MB1h-1eiDg rel=0brdrone shot of walk to the beach https://youtu.be/GOJc7AXcRKgbrbrSea Drift is the lower level unit in Sea Mist Cottage.Sea Drift is a furnished one Bedroom apartment that is 300 steps from Long Island Sound! This shabby chic apartment has a nautical twist that begs one to sit back and settle in.Sea Drift 's kitchen amenities include a new full size stove,microwave, Charbroil gas grill , air fryer,George Foreman Grill, toaster, 2 under counter refrigerators, blender, Keurig coffee maker & stainless steel sink. Utensils & dishes & glassware included.Adjacent to the kitchen is the cozy dining nook and TV relaxation area. The hallway leads to the bathroom & bedroom. The spacious bathroom has a cozy shower and functional sink vanity and mirror. Towels & bed linens provided.The ample storage area provides for plenty of room for towels, linens & dry goods. Across the Hall is the bedroom which features a queen size bed and a large closet with a tall dresser. Bed linens included. There is a small patio area with a gas grill for your use. LED outdoor light sensor lighting provides great illumination from your car to your front door in the evening. On street parking is just steps from our door.brbrSea Drift is 1.5 miles from downtown Milford's variety of restaurants & shops. Friday & Saturday nights are hopping at Stonebridge with live music & lively libations & food. brbrMajor Mall and major retailers are just a few miles down on the Post Road.brbrSea Drift is close to major highways but feels a world apart from the hustle & bustle.br2 miles to I95 & the Merritt parkway. 10 minutes to RTE .8. 15 minutes to I91brbrSea Drift's central location make it a short commute to New Haven, Bridgeport & Fairfield colleges for the Academic Rental Season or short term corporate rentals.brbrI designed Sea Drift to accommodate my needs .... so all you need to do is to bring your suitcase and put on your flip flops and settle in!

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Exceptional(4)

$426.52

/ Nightly

Private Vacation Home

1 minute walk to the beach - Private Beach Home

Milford, Connecticut, United States

Serene home 1 block from the beach. Open airy floor plan, 2 firepits, deck, hot tub. Separate bedrooms 1 on each floor with full bathrooms next to each. Use of kayaks and bicycles. Beds are 1 queen, 1 Cakifornia King.

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$180.5

/ Nightly

Private Vacation Home

2 Blocks to Beach: Walkable Woodmont Village Home

Milford, Connecticut, United States

Located in Village Condo Association | Near Park | Ocean Views | Easy Access to I-95 | In-Unit LaundrybrbrStep into beach town living at this stylish Milford vacation rental townhome in a quiet neighborhood! This 2-bedroom, 1.5-bath retreat offers a private deck with an outdoor dining area, a fully stocked kitchen, and a welcoming interior. Walk just 2 blocks for toes-in-the-sand fun or pack a picnic and head to Silver Sands State Park. Your next coastal adventure is just a click away!brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 queen bedbr- Bedroom 2: 1 queen bedbrbrOUTDOOR LIVINGbr- Private deckbr- Outdoor dining areabrbrINDOOR LIVINGbr- Flat-screen TVbr- Booksbr- Shower/tub combo, ceiling fansbrbrKITCHENbr- Stove/oven, refrigerator, dishwasherbr- Drip coffee maker & grinderbr- Cooking basics, trash bags/paper towels, dishware & flatwarebr- Dining table w/ chairsbrbrGENERALbr- Free WiFi, keyless entrybr- Gas heating, 5 window A/C unitsbr- Linens & towels, washer & dryer, laundry detergentbr- Complimentary toiletries, hair dryerbrbrACCESSIBILITYbr- Multi-story homebr- 9 exterior steps to enterbr- Bedrooms & full bathroom on upper floorbrbrPARKINGbr- Driveway (1 vehicle)br- Free street parking (1 vehicle)br- No garage accessbrbr-- THE LOCATION --brbr- 0.7 miles to Woodmont beachbr- 9 miles to Yale Universitybr- 9 miles to New Havenbr- 61 miles to Mohegan Sunbr- 12 miles to Tweed New Haven Airport & 45 miles to Westchester County Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATION:br- This multi-story home requires 9 exterior steps to enter and the bedrooms and full bathroom are on the upper floor

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$333.5

/ Nightly

Cottage

Adorable Beach Cottage

Milford, Connecticut, United States

Just steps to the beach and one block from The Tyde at Walnut Beach wedding venue. Enjoy the view of LI Sound from the spacious kitchen. Beautiful wood flooring, W/D & central air. Join neighbors for a walk, run, or bike thru this delightful beach community. Stroll the boardwalk to Silver Sands State Park or explore the quaint shops & restaurants surrounding Milford’s historic Green. The Bees Knees café & other local hotspots in walking distance. Close to I95/train. 15-20 min ride to downtown New Haven/Yale

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$2260.94

/ Nightly

Private Vacation Home

Ultimate Beachfront Retreat Rooftop Deck, Dual Kitchens & Ocean Views

Milford, Connecticut, United States

Experience the beauty of coastal living at this stunning beachfront waterfront property in Milford. Nestled just steps from the water, this beautifulbrhome offers breathtaking views, refreshing ocean breezes, and the perfect setting for relaxation, gatherings, and memorable celebrations.brWhether you're planning a summer getaway, extended stay, or special event, this property provides the ideal backdrop for unforgettable moments.brPerfect For:br• Summer and short-term beach rentalsbr• Long-term coastal livingbr• Family vacations and weekend retreatsbr• Bridal showers and baby showersbr• Small weddings and bridal partiesbr• Corporate retreats and wellness gatheringsbr• Private dinners and entertainingbrbrProperty Highlights:br• Direct waterfront / beachfront locationbr• Gorgeous sunrise and sunset viewsbr• Spacious layout ideal for entertainingbr• Outdoor areas perfect for gatheringsbr• Minutes from Milford Green, restaurants, shopsbr• Easy access to NYC, New Haven, and Metro-NorthbrbrAvailable for:br• Short-term rentalsbr• Summer rentalsbr• Long-term staysbr• Private events and gatheringsbrFor availability, pricing, or private inquiriesbrcontact: Vera Maximin, 203.243.4841

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Exceptional(30)

Select Dates for Price

Private Vacation Home

Life is Better at the Beach!

Milford, Connecticut, United States

Welcome to our beach house with your very own backyard beach bar! This home has 1400 sq feet of living space with 3 bedrooms and1.5 baths. This house is 6 back from the water. There are water views in both the bedroom & enclosed 3 season front porch. Just a one-minute timed walk to the private beach and access to 5 beach heads for fishing. A, beach cart and 6 beach chairs for your use are included in your stay to make a trip to the beach an enjoyable one. Bring your favorite cocktails to enjoy the beautiful sunset!brAfter the sun goes down head back to the beach house to enjoy an evening around the fire pit.brbrJust down the road is a beautiful park for the little ones to enjoy the huge playscape and swings. Play some basketball on the court, play some pickle ball on 1 of the 4 pickle ball courts, or hit some balls at baseball field. brbrThis beach home is conveniently located to grocery stores, Westfield shopping mall, great restaurants, and golfing all just 10 minutes away.brbrFully appointed kitchen:br-Pots, pans, dishes, utensils, salt and pepperbr-Dishwasher, oven/stove, refrigerator, washer, dryer, coffee maker, Keurig coffee maker, microwave, and toaster.brbrLiving room has ample seating with a couch that can be converted to additional sleeping space and a smart T.V for you to connect with all your entertainment accounts.brbrDining area with a table and seating for 6.brbr1/2 bath main levelbrbrFull bath second levelbrbrGuest room 1- Queen bed, work desk, and a large closetbrGuest room 2- full size bed and a large closetbrGuest room 3- 2 twin size beds and a large closetbrbrBackyardbrdeck with table for outside diningbrGas Grill with propane providedbrfirepit wood not providedbrbeach bar BYOBbrbrbrbrAny questions please feel free to ask!

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Exceptional(1)

$345.0

/ Nightly

Private Vacation Home

Charming 2-bedroom 50 ft from Fort Trumbull private beach.

Milford, Connecticut, United States

Located in Milford, Fort Trumbull. Enjoy what this 2-bedroom house has to offer. This superb property features 1 twin bed, 1 queen bed, and 1 sofa bed, Perfect for a comfortable stay. With 2 bathrooms equipped with showers, guests can freshen up with ease. The upstairs bedroom also offers an additional sofa bed for extra sleeping space. Fall in love with Milford and enjoy the magic it has to offer. 50 feet from Fort Trumbull beach

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$904.1

/ Nightly

Private Vacation Home

Walnut Beach Luxury House with Private Beach Access

Milford, Connecticut, United States

Located in Milford’s coveted Wildemere Beach neighborhood, this brand-new luxury house offers private resident beach access steps from the door — with public Walnut Beach and Silver Sands State Park just a short walk away.brbrBeautifully curated with a designer’s eye, this 2,600 sq ft retreat sleeps 6 and is ideal for couples, families, and wedding guests attending events at nearby Tyde at Walnut Beach. This home was designed for guests who want it all — luxury finishes, room to spread out, and a genuine beach community feel.brbrMain Level:brThe heart of the home is an open-plan living, dining, and kitchen space with soaring 9-ft ceilings, rich hardwood floors, and abundant natural light. brbrThe Montigo gas fireplace anchors the living area — ideal for cool coastal evenings. The chef’s kitchen features shaker cabinetry, a large quartz island with seating for four, new stainless appliances, and a GE Profile Smart Air Fry Oven. Step out to the Trex deck for morning coffee or evening cocktails with the sea breeze. A private office with dedicated desk rounds out the main floor — perfect for remote workers.brbrUpper Level:brAll three bedrooms are on the upper level, dressed in premium bedding with blackout shades. The primary suite features a king bed, balcony, walk-in closet, and a spa-inspired en-suite with Kohler fixtures, double vanity, oversized rain shower, and Bluetooth speakers. brbrTwo queen bedrooms share a well-appointed second bathroom. In-unit laundry on this floor.brbrThird Floor: The Rec RoombrbrThe surprise of the house. A massive 26×20 ft recreation room with hardwood floors and a glimpse of water view. A perfect spot for Poker or Casino night, honing your golf putting skills or trying out the addictive new Jazzminton. Or simply hangout after a day at the beach for board games or yoga.brbrThe Details That Matter:brbrThe house was built to last and comfort: blown-in insulation for a whisper-quiet interior, 3-zone central heating and AC so everyone stays comfortable, dimmable lighting throughout, and high-speed WiFi. Thoughtfully curated artwork and designer decor add warmth without sacrificing the clean, upscale feel.brbrThe Location:brbrYou’re in the Wildemere Beach neighborhood — one of the most coveted pockets on the Connecticut shoreline. As a guest of the property, you have access to the private resident beach steps from the door: a sandy, uncrowded stretch of Long Island Sound with views of Charles Island. Public Walnut Beach and Silver Sands State Park’s boardwalk are a short walk away.brbrTyde at Walnut Beach — one of Connecticut’s most celebrated waterfront wedding venues — is just down the road, making this the ideal home base for wedding weekends.brbrThe Corner Restaurant, Stonebridge, The Blind Rhino, and 7 Seas are all within a 5-minute walk. Downtown New Haven’s world-class restaurant scene is 20 minutes away. NYC is 90 minutes by car or Metro-North.brbrbrHighlights at a Glance:brbr• Private resident beach access — steps from the doorbr• Located in the Wildemere Beach neighborhood, Milford CTbr• Walk to Walnut Beach and Silver Sands State Parkbr• Minutes from Tyde at Walnut Beach wedding venuebr• Brand new 2022 construction with premium finishesbr• Montigo gas fireplace in the living roombr• Massive 3rd floor rec room (26×20 ft) with water viewsbr• Putting Green, Poker/Casino Table, Jazzminton, Board Game Librarybr• Spa-inspired primary bath: rain shower, Kohler fixtures, Bluetooth speakersbr• Two Trex decksbr• Chef’s kitchen: quartz island, shaker cabinets, new appliancesbr• 3-zone HVAC + blown-in insulationbr• In-unit laundry + high-speed WiFibr• Private office / dedicated workspacebr• 90 minutes from NYC by car or Metro-NorthbrbrYou’ll be staying in the Wildemere Beach neighborhood — a small, quiet residential community that’s one of the most coveted pockets on the Connecticut shoreline. As a guest of the property, you have access to the private resident beach: a sandy, uncrowded stretch of Long Island Sound that feels worlds away from the busy public beaches nearby.

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Rent a place that suits your needs

Private vacation home

View 80 Private vacation home

Most popular vacation rentals in Milford

$502.00

/ Nightly

Private vacation home

Newly renovated beach house!

Milford, Connecticut, United States

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$426.52

/ Nightly

Private vacation home

1 minute walk to the beach - Private Beach Home

Milford, Connecticut, United States

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$440.48

/ Nightly

Private vacation home

Amazing 3BR Wildermere Beach Retreat, with Jacuzzi

Milford, Connecticut, United States

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$440.88

/ Nightly

Private vacation home

The W – Coastal + Cozy - Walk to Beach + Tyde

Milford, Connecticut, United States

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$461.64

/ Nightly

Private vacation home

Beautiful Completely Renovated 3 Bed 2 Bath Non-Smoking Home with Water Views

Milford, Connecticut, United States

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$535.56

/ Nightly

Condo

20% new property Sale - Family-Friendly Gem • Walk to Town & Train • Fully Renovated Victorian

Milford, Connecticut, United States

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$566.66

/ Nightly

Private vacation home

Fully Updated Home Near Wildemere Beach, Walk to Water, Pet Friendly Fenced Yard

Milford, Connecticut, United States

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$550.81

/ Nightly

Private vacation home

Walnut Beach Escape Fenced Oasis Yard

Milford, Connecticut, United States

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$421.67

/ Nightly

Private vacation home

SALTY KISSES COZY HOME WITH WATER VIEW, BEACH ACCESS, BOARDWALK END OF STREET

Milford, Connecticut, United States

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$503.63

/ Nightly

Private vacation home

Beachfront getaway in Milford

Milford, Connecticut, United States

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Vacation Rentals By Owner In Milford, CT

$612.95

$304.01

$932.16

$134.55

$426.52

$180.5

$333.5

$2260.94

$345.0

$904.1

Rent a place that suits your needs

Most popular vacation rentals in Milford

$502.00

$426.52

$440.48

$440.88

$461.64

$535.56

$566.66

$550.81

$421.67

$503.63

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