Milford beach vacation rentals

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Top-rated vacation rentals in Milford

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

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Guest favorite

Apartment in Milford

4.94 out of 5 average rating, 109 reviews

The Boathouse, private downtown Harborside suite

The Boathouse is a detached one bedroom studio apartment situated behind our home in the heart of Historic downtown Milford. Through a private entrance you will discover a thoughtfully furnished bedroom (queen bed & pull out couch), dining room, full kitchen & bath. It is ideally suited for a couple/small family looking for a memorable beachtown getaway. Walk, rent bikes/kayaks, shop, dine, enjoy art, music, or a day at the beach… our quintessential New England seaside town is sure to charm you!

Jun 27 – Jul 4

R4,826 ZAR per night

Guest favorite

Guest suite in Fairfield

4.92 out of 5 average rating, 112 reviews

Suite; 1 Bedroom & Living Area/Xtra Bedrm; Kitchen

Fully accessorized, large (1,255 sq ft) beautiful suburban space consisting of bedroom (queen), an exclusive-use living room/extra bedroom with twin pull-out bed, private full bath; in-unit washer/dryer; for stays of 1 week or less: exclusive use of main kitchen; private entrance to space. Includes continental breakfast, 2 large-screen TVs. Unit on the ground floor of a 3 story home. Owners on property. Train station about a mile away (NYC: 70 minutes). Easy walk to Fairfield University.

Dec 6 – 13

R2,256 ZAR per night

Guest favorite

Apartment in Milford

4.97 out of 5 average rating, 512 reviews

Water front studio apartment with fireplace.

This is a beautifully appointed studio apartment located off the patio level of a water front home. Guests enjoy a large private patio over looking gorgeous sweeping views of Long Island Sound. A private entrance and off street parking. The amazing views and amenities make this space the perfect romantic getaway! Close to I95 and Metro North railroad. Ten minutes to great dining in downtown Milford. A true waterfront oasis! Come and experience this beautiful retreat! You won't be disappointed!

Oct 14 – 21

R3,855 ZAR per night

Guest favorite

Guest suite in Fairfield

4.93 out of 5 average rating, 112 reviews

Adorable private apt w/ W/D in lovely neighborhood

Enjoy a lovely experience at this centrally-located studio in-law apartment. It boasts a newly renovated kitchen and bath, king bed with brand new mattress, pull out full size sofa, ample closet space and more. The eat-in kitchen has all you need to feel right at home. The apartment is located adjacent to a nice residential house, but is fully private with your own front and back entrances. There are also no stairs, making it easily accessible. It’s located in a wonderful neighbor in Fairfield.

Jul 31 – Aug 7

R2,368 ZAR per night

Guest favorite

Home in East Haven

4.88 out of 5 average rating, 196 reviews

Beach Cottage by the Sea

Beautiful 1920's beach cottage with beach access just across the street. Enjoy the sea breeze, ocean views, and sound of the waves lapping in this quaint home with unique architecture. Ten minutes to downtown New Haven and Yale for great places to eat, museums, and nightlife. Public beach and playground nearby. Warm and welcoming community. Master bedroom has vaulted ceilings and deck with views of the sea. Central Air, Cable TV, outdoor grill, plenty of parking. Enjoy this lovely home!

Mar 19 – 26

R2,975 ZAR per night

Guest favorite

Bungalow in Milford

4.99 out of 5 average rating, 216 reviews

Spring Sale! Beach Bungalow| WalktoBeach| Pet| Pkg

Welcome to the Beach Bungalow, completely remodeled to the studs in '21! This Woodmont by the Sea home is a 3 block stroll to Anchor Beach & the walkway along beautiful Beach Ave. The home offers a modern kitchen, dining for 6, private back porch & outdoor shower. This +775sf bungalow has a driveway & on-street pkg. It's located in a charming coastal town, walking distance to restaurants, grocery store & Robert Treat Farm and is 2 mi to I95, 10 mi to Yale/New Haven...and mins to breweries.

Sep 15 – 22

R4,418 ZAR per night

Guest favorite

Home in Milford

4.98 out of 5 average rating, 153 reviews

Designer Beach Retreat on Exclusive Cedar Beach

Welcome to your own slice of heaven! Enjoy dinner in your Chef's kitchen while watching one of the most radiant sunsets you will ever see. Stunning views from the private rear deck or snuggled on the couch inside the living room. Wade into Long Island Sound with semi-private beach access 250 feet away. The property is 5 doors down from the CT Audubon Society, known for its epic views and wildlife watching. The sunrises & sunsets are beautiful! 15 minutes to Yale. We can't wait to host you!

Jan 6 – 13

R6,061 ZAR per night

Guest favorite

Apartment in Redding

4.94 out of 5 average rating, 459 reviews

Huckleberry Quarters, the Cozy Redding Retreat.

Now is the time to book your spring getaway to the Huckleberry Quarters, a totally renovated (2015) studio apartment with full bathroom in a secluded, 1918 farm house. A nature lover's retreat within hiking distance of the Saugatuck reservoir and the Centennial Watershed Forest. Private entrance with all the amenities; internet, access to laundry. A Perfect weekend getaway or writing/artist space. Easy access to Merritt Parkway, trains, local eateries, parks.

Oct 14 – 21

R2,740 ZAR per night

Guest favorite

Apartment in Brookfield

4.94 out of 5 average rating, 186 reviews

Peaceful apartment on 3.5 acres w/ Artist studio.

Welcome to our cozy apartment! This fully enclosed apartment is attached to our main house on a beautiful 3.5-acre property in Brookfield. Enjoy a kitchen, comfortable living and bedroom area, and a clean bathroom. Guests have access to a shared 32 ft, 10 ft deep pool, artist studio, pool table,, garden, fire space, and outdoor seating. We provide a guidebook for your convenience. Book now and experience a perfect blend of comfort, creativity, and relaxation.

Dec 28 – Jan 4

R2,503 ZAR per night

Guest favorite

Guesthouse in New Haven

4.94 out of 5 average rating, 241 reviews

Square 6ix

Inviting, eclectic, and completely private, this single family stand-alone guest house is an intimate and engaging haven. Stylishly decorated with mid-century modern furniture and adorned with pieces from local artists, this quiet home has a separate entrance, separate porch, high ceilings, and a fully equipped kitchen. The guest house is located a walking-block away from the charms of Westville Village and Edgewood Park.

Oct 5 – 12

R3,114 ZAR per night

Guest favorite

Apartment in West Haven

4.9 out of 5 average rating, 423 reviews

! ! ! entire apartment close to the beach ! !

Come and experience West Haven and the Long Island Sound in this nice and cozy apartment close to the beach. Our apartment is complete with a full-size kitchen, bathroom, cable TV, laundry room, fresh linens, towels, air conditioning, wide driveway, and free WiFi. We will provide some FREE complimentary snacks. This apartment is ideal for single travelers, couples, and can accommodate up to three people (adults only).

Apr 2 – 9

R1,872 ZAR per night

Guest favorite

Guest suite in New Haven

4.99 out of 5 average rating, 157 reviews

Cozy cottage in historic neighborhood

Housed in a 100-year-old building nestled between the Victorian houses in New Haven's historic City Point neighborhood, once the center of New England's oyster trade, our cottage is a two-block walk from the marina (and its award-winning restaurant), a 10 minute-drive from the West Haven beaches and a few minutes' drive to Yale.

May 27 – Jun 3

R2,871 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Milford vacation rentals

Beachfront

Free parking on premises

Self check-in

Gym

BBQ grill

Stay near Milford's top sights

Connecticut Post Mall31 locals recommend

Silver Sands State Park62 locals recommend

Walmart8 locals recommend

Eisenhower Park10 locals recommend

Whole Foods Market21 locals recommend

Costco Wholesale17 locals recommend

Other great vacation rentals in Milford

Guest favorite

Apartment in New Haven

4.93 out of 5 average rating, 150 reviews

Tranquil Apartment with Waterview, Walk to Beach!

Nov 1 – 8

R3,250 ZAR per night

Guest favorite

Apartment in New Haven

4.97 out of 5 average rating, 207 reviews

The Pearl, New Haven

Oct 22 – 29

R3,092 ZAR per night

Guest favorite

Apartment in New Haven

4.89 out of 5 average rating, 467 reviews

Fair Haven Heights Entire 1 Bedroom Apartment

Sep 10 – 17

R2,197 ZAR per night

Guest favorite

Cottage in Newtown

4.92 out of 5 average rating, 165 reviews

Private and Serene home close to I-84 and shopping

Oct 4 – 11

R2,918 ZAR per night

Superhost

Home in Milford

4.89 out of 5 average rating, 201 reviews

Renovated House Steps Away From The Ocean

Oct 13 – 20

R13,159 ZAR per night

Guest favorite

Apartment in New Haven

4.99 out of 5 average rating, 116 reviews

Bright 1 BR Apt Steps From Yale

Jan 12 – 19

R2,491 ZAR per night

Guest favorite

Home in Milford

4.93 out of 5 average rating, 121 reviews

#1 Milford Beach by Charles Island/Silver Sands Pk

Nov 13 – 20

R4,977 ZAR per night

Guest favorite

Guest suite in Wallingford

5.0 out of 5 average rating, 502 reviews

Wintergreen Gardens Suite @ William Becroft House

Feb 19 – 26

R1,674 ZAR per night

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Beach house rentals in Milford

Guest favorite

Home in New Haven

4.97 out of 5 average rating, 125 reviews

WaterviewsTakeWedding pics,CollegeTours Yale&Beach

Jun 5 – 12

R9,958 ZAR per night

Guest favorite

Home in New Haven

4.94 out of 5 average rating, 103 reviews

Cozy 3 br, 10 min to Yale, 5 min to beach, airport

Mar 12 – 19

R5,272 ZAR per night

Guest favorite

Home in Branford

4.88 out of 5 average rating, 177 reviews

Gorgeous 4BR Beach House - 250 ft to private beach

Jan 5 – 12

R5,723 ZAR per night

Guest favorite

Home in Milford

4.98 out of 5 average rating, 64 reviews

2 Bedroom with sweeping views of Long Island Sound

Sep 7 – 14

R3,982 ZAR per night

Guest favorite

Home in Milford

5.0 out of 5 average rating, 46 reviews

Direct Oceanfront Home

Mar 31 – Apr 7

R9,265 ZAR per night

Guest favorite

Home in Milford

5.0 out of 5 average rating, 22 reviews

Lux cozy 2br/1ba Milford bungalow-walk to beach!

May 29 – Jun 5

R6,799 ZAR per night

Guest favorite

Home in Milford

5.0 out of 5 average rating, 49 reviews

Seaside Cottage: water views, walk to beaches!

Nov 8 – 15

R5,892 ZAR per night

Guest favorite

Home in Milford

4.91 out of 5 average rating, 43 reviews

Cute 2 bed 1 bath beach house

Jun 2 – 7

R5,557 ZAR per night

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Milford house rentals

Guest favorite

Home in Stratford

4.93 out of 5 average rating, 104 reviews

Quaint Colonial - Private Hot Tub & Entire House

Aug 6 – 13

R5,057 ZAR per night

Guest favorite

Home in Stamford

4.98 out of 5 average rating, 132 reviews

STAMFORD STUDIO CLOSE TO DOWNTOWN AND SHOPPING

Aug 12 – 19

R2,087 ZAR per night

Guest favorite

Home in Danbury

4.99 out of 5 average rating, 336 reviews

BEAUTIFUL PRIVATE APARTMENT SUITE IN DANBURY CT!!

Sep 2 – 9

R3,071 ZAR per night

Guest favorite

Home in Wilton

4.93 out of 5 average rating, 160 reviews

Mid Century Modern Cottage

Aug 24 – 31

R2,933 ZAR per night

Guest favorite

Home in Cheshire

5.0 out of 5 average rating, 118 reviews

Pool House

Nov 21 – 28

R2,770 ZAR per night

Guest favorite

Home in New Haven

4.99 out of 5 average rating, 171 reviews

Historic New Haven Home

Jun 5 – 12

R4,027 ZAR per night

Guest favorite

Home in North Haven

5.0 out of 5 average rating, 123 reviews

Luxury Stay in Expansive Historical Home

Apr 15 – 22

R16,461 ZAR per night

Guest favorite

Home in Fairfield

4.96 out of 5 average rating, 290 reviews

Luxurious Barn With New England Charm

Nov 17 – 24

R4,463 ZAR per night

Show all

Quick stats about vacation rentals in Milford

Total rentals
240 properties
Rentals with dedicated workspaces
150 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
80 properties allow pets
Family-friendly rentals
180 properties are a good fit for families
Total number of reviews
8.4K reviews

Frequently Asked Questions

Where should I stay in Milford?
Make yourself at home in Milford by choosing from our most frequently booked neighborhoods. We have over 140 vacation rentals in Parkway - Wheelers Farm Road, and over 30 vacation rentals in Putney.
Are there vacation rentals with a dedicated workspace in Milford?
Yes! Work meets play with ease at over 150 vacation rentals in Milford featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Milford?
Four-legged friends are welcome in Milford. Choose from more than 80 vacation rentals for guests traveling with pets.
Are there Milford vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Milford, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly house rentals in Milford?
Milford has more than 130 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in apartment rentals in Milford?
Experience the best of Milford with our apartment rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Milford have self check-in?
Absolutely! We offer over 70 house rentals with self check-in in Milford. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Milford have a bbq area?
Absolutely! We offer over 60 house rentals with a bbq area in Milford. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Milford have a gym?
Absolutely! We offer over 10 house rentals with a gym in Milford. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Milford have free parking?
Absolutely! We offer over 150 house rentals with free parking in Milford. Enjoy a tailored experience with all the comforts you desire.

Milford beach vacation rentals

Top-rated vacation rentals in Milford

Vacation rentals for every style

Houses

Apartments

Hotels

Popular amenities for Milford vacation rentals

Stay near Milford's top sights

Other great vacation rentals in Milford

Apartment in New Haven

Apartment in New Haven

Apartment in New Haven

Cottage in Newtown

Home in Milford

Apartment in New Haven

Home in Milford

Guest suite in Wallingford

Beach house rentals in Milford

Home in New Haven

Home in New Haven

Home in Branford

Home in Milford

Home in Milford

Home in Milford

Home in Milford

Home in Milford

Milford house rentals

Home in Stratford

Home in Stamford

Home in Danbury

Home in Wilton

Home in Cheshire

Home in New Haven

Home in North Haven

Home in Fairfield

Quick stats about vacation rentals in Milford

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Where should I stay in Milford?

Are there vacation rentals with a dedicated workspace in Milford?

Are there pet-friendly vacation rentals in Milford?

Are there Milford vacation rentals on Airbnb with pools?

Are there family-friendly house rentals in Milford?

How much does it cost to stay in apartment rentals in Milford?

Do house rentals in Milford have self check-in?

Do house rentals in Milford have a bbq area?

Do house rentals in Milford have a gym?

Do house rentals in Milford have free parking?

Destinations to explore