
Pet-friendly vacation rentals in Madison
Find and book unique pet-friendly homes on Airbnb
Quick stats about vacation rentals that are pet-friendly in Madison

Total vacation rentals
Explore 50 vacation rentals in Madison

Nightly prices starting at
Madison vacation rentals start at €95 per night before taxes and fees

Verified guest reviews
Over 1,770 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 of Madison vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Madison rentals

4.9 Average rating
Madison stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated pet-friendly home rentals in Madison
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Modern Carriage House Near Beach - Deck + Fire Pit
Come stay on the closest property to Hammonasset Beach State Park in all of Madison! Just 1 mile and your feet are on 2 miles of white sandy beach to explore and enjoy. This fully renovated carriage house is nestled on a grassy 1.5-acre property near town. Enjoy your own private entrance, full kitchen, sunny deck, fire pit, and outdoor dining space. Located across from the Greenway Trail and close to shops, restaurants. Ideal for couples or small families looking for a relaxing coastal getaway!
4.98 out of 5 average rating, 125 reviews
Charm + location. Walk to beach, town, & harbor.
We are sharing our "happy place". Cozy, family-friendly cottage has everything you need to enjoy a lovely vacation in a quintessential New England town. Ideally located between Guilford's famous green, gorgeous harbor and town beach, easily walk everywhere. High-season/weekend rate reflected in general view--check for actual. Recommended for groups of up to 4 (5 if with kids). Second bedroom (king) is open to living area-we provide a folding screen for door area and curtain for “passthrough”.
4.94 out of 5 average rating, 307 reviews
Year Round Beach House in Old Saybrook, CT.- Pets
Our Beautiful Home is Located in Saybrook Manor Association and only a short walk to the beach . We have 4 Bedrooms that can accomadate 8 people,pull out couch,2 bathrooms, a Dining Room,Kitchen, and Spacious Living room.Our Yard is fenced in for your privacy & pets.Our home comes with many ammenities such as movies,games,kayaks, Clamming &Crabbing tools,Bikes,Floats & Beach Chairs.We have a beautiful backyard to enjoy games,barbecue or just to relax & unwind.Enjoy our beautiful & quaint beach
4.97 out of 5 average rating, 146 reviews
The Dragon Fly Garden
The phrase "nestled in nature” is the best way to describe the dragonfly's den. Sitting on the trail head to over 1,000 acres of the Cocaponsette State Forest across from Messerschmidt pond and just three miles from the winding salt water marsh water way you won't find a better mix of activities. Golf & boating are just moments away. Mountain biking & Trail running off the property. This country cottage boasts lake views, wildlife and wandering trails to loose yourself within. 1GB internet
4.8 out of 5 average rating, 147 reviews
Steps to Beach! *Cozy Cottage* Pet Friendly
Relax and enjoy the beach life in this newly renovated charmer just steps from The Saybrook Manor Assoc private beach which is only available to Saybrook Manor Assoc members. Enjoy cooking your favorite family meals in our fully stocked kitchen or venture out to some of the best restaurants on The CT Shore with a short 5-15 min drive. Free wifi for work or entertainment , private outdoor patio dining and serenity await you. You will feel at home in our little slice of heaven on The Shore.
4.92 out of 5 average rating, 106 reviews
Hartwoods Yurt
Enjoy a unique wilderness getaway and unwind in a peaceful, 10.3 acre wooded environment in our 30’ diameter Yurt, which sleeps 4 in North Guilford, CT. This elevated cylindrical dwelling offers solitude and a large deck with comfortable chairs and forest views. Shaded and cool in the summer with air conditioning and fans available. This Yurt provides a wonderful respite from the hectic world. Perfect for nature lovers with a nearby brook and miles of trails for hiking and mountain biking.
4.88 out of 5 average rating, 151 reviews
Steps to Beach • Hot Tub • Game Room • Water Views
Beautiful coastal beach house directly across from a private beach and tennis club with complimentary guest access. Backing up to a serene marsh with stunning views, this home offers a peaceful, upscale setting perfect for families and groups. Relax in the hot tub with outdoor TV, fire pit, and kayaks. Inside features 4 bedrooms, a workspace, and a new game room with a 100” TV, pool table, shuffleboard, and darts. Minutes from Branford’s town center, dining, and waterfront attractions.
4.99 out of 5 average rating, 109 reviews
Purple Button Factory Sleeps 8, Walk to Town Green
Close to CT shoreline. 4 bdrm, 2 bath, 2,200 sq ft home on dead-end street, across from Meadow River, tidal marsh. Great bird-watching! Mid-week specials. Walk to Guilford Town Green, restaurants, shopping. Fully-equipped kitchen. Wood-burning fireplace. Clean, airy, peaceful space. Eclectic art & beach-comber decor. Large back yard with fire pit. Deck for functions, family gatherings, relaxing. Historic property was once a button factory! Original chestnut, wide-board floors.
4.75 out of 5 average rating, 165 reviews
Cozy 2 Story Cottage in Short Beach Community
A cozy home in a beach community that has a central location with easy access to outdoor activities & local restaurants. The home is also 5 minutes from the Branford Train Station, Stony Creek Brewery, & Branford's town center. We are also a 10 minute drive from New Haven, home to Yale University, Yale Hospital and other colleges/universities. Our guests also gain access to Johnsons' Beach, a private residents only beach, located just around the corner from the home (3 minute walk)
4.85 out of 5 average rating, 268 reviews
Page Guest House
Updated, private detached guest house in the center of Guilford's historic district just steps from the town center. The guest house is completely renovated. Walk to everything including shops and restaurants. Town Beach and doc are just under 1.5 miles away. The second bedroom has a twin bed. You have to walk through twin room to get to master. Apartment is one floor with no steps. Bathroom is tiled and shower is walk in with no lip or tub and is easily accessible.
4.98 out of 5 average rating, 114 reviews
The Gardener's Cottage Dog friendly/weekly/monthly
The Gardener's Cottage, less then a mile from the Long Island Sound, is a great alternative to the common hotel. Situated a stones throw from Hammonasset State Park and Beach, Clinton Outlets, and the Shore Line East train station. Near by you will find places to kayak, Chamard Wineries, Marinas and many quaint New England towns. The Cottage is fitted with it's own router coupled with an eating nook that can double as a work space. Pets are allowed. Self check-in
4.94 out of 5 average rating, 253 reviews
Best of both worlds!
Great location- 1 mile to the beach, 1/2 mile to shops and restaurants, and less than a 1/4 mile to a park! The house is set back from the road with a good size driveway. The inside is newly renovated and we are working to finish the yard area for the summer! The house has WiFi, large yard, and a great front porch that gets a ton of sun. We’ve made great memories there over the years and are now looking to share it with others!
4.91 out of 5 average rating, 117 reviewsPopular amenities for Madison pet-friendly home rentals
Pet-friendly house rentals

Fully renovated/Walk to water & shops/fenced yard!
4.98 out of 5 average rating, 156 reviews
Chic Beach Bungalow - Amazing Sunsets!
4.89 out of 5 average rating, 133 reviews
Modern farmhouse w/ pool, beach, horses and winery
4.93 out of 5 average rating, 134 reviews
Romantic Getaway at The Lake!
4.93 out of 5 average rating, 354 reviews
Charming 1806 farm house close to the CT River.
4.93 out of 5 average rating, 161 reviews
WaterviewsTakeWedding pics,CollegeTours Yale&Beach
4.98 out of 5 average rating, 231 reviews
Niantic River Beach Cottage | Waterviews
4.98 out of 5 average rating, 170 reviews
The ARLO - Walk to Brewery & Restaurants
4.99 out of 5 average rating, 190 reviewsPet-friendly home rentals with a pool

Retreat with Heated Pool, 1 Mile to NYC Train
4.99 out of 5 average rating, 104 reviews
Casino Wine Down House w/Pool, Game Room, Big Deck
4.92 out of 5 average rating, 330 reviews
Serene + private ~ 1 block to waterfront dining
4.91 out of 5 average rating, 141 reviews
Sunset Oasis 1 @ Ocean Beach: $1Mil View 6 Queen
4.92 out of 5 average rating, 215 reviews
Secluded Farmhouse - Studio Apartment Style Unit
4.96 out of 5 average rating, 215 reviews
Amazing Home close to Everything -
4.94 out of 5 average rating, 334 reviews
Beauty and the Beach!
4.89 out of 5 average rating, 174 reviews
Walk to Casino with POOL+HOT TUB
4.9 out of 5 average rating, 254 reviewsPrivate, pet-friendly home rentals

Shalom Cottage Private Beach Access
4.89 out of 5 average rating, 540 reviews
@Get_Yurty w/ 2 sleeping pods, NO Cleaning/Pet fee
4.96 out of 5 average rating, 107 reviews
Coastal getaway with water views in every room
4.91 out of 5 average rating, 68 reviews
Beach Sanctuary on the Long Island Sound
4.93 out of 5 average rating, 59 reviews
The Rising Tide Cottage
4.97 out of 5 average rating, 98 reviews
Waterfront Cottage With Unforgettable Views
4.96 out of 5 average rating, 54 reviews
Boulder Lake House Retreat
4.91 out of 5 average rating, 45 reviews
Remodeled Cottage in a Marina!
4.91 out of 5 average rating, 23 reviewsWhen is the best time to visit Madison?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €246 | €256 | €254 | €259 | €302 | €290 | €278 | €292 | €244 | €242 | €224 | €245 |
| Avg. temp | 0°C | 1°C | 4°C | 10°C | 16°C | 21°C | 24°C | 24°C | 20°C | 14°C | 8°C | 3°C |
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