Family-friendly vacation rentals in Summerland

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Summerland

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite
Cottage in Summerland
4.97 out of 5 average rating, 278 reviews

Hidden Garden Cottage - Walk to Town and Hiking

Serene beach cottage in Summerland nestled in a lush well-maintained garden with a large sunny deck and secluded backyard. Perfect for antique lovers, the house boasts one-of-a-kind vintage furniture and art. Can't beat the location, located on a quiet and private dead-end street right next to hiking trails, five minute walk to town and ten minute walk to our beach. This hidden small bungalow is ideal for a small family or two friends but can comfortably fit two couples if you are feeling cozy!

Guest favorite
A light-filled living space showcases a spacious white sofa facing a large wall-mounted television. Dining chairs surround a table near windows that reveal ocean views. Natural light stream through the glass doors, enhancing the airy ambiance.
Home in Summerland
4.9 out of 5 average rating, 130 reviews

Stunning Ocean View Vacation Home - Santa Barbara

This newly refurbished coastal home comfortably sleeps up to 7 guests across three generously sized bedrooms. The layout includes two king bedrooms and a third bedroom with two full beds. A second living space doubles as an office and workout area, featuring a Peloton and a queen pull-out sofa. Thoughtfully designed with a coastal aesthetic, the home offers indoor-outdoor living, a fully equipped kitchen, and multiple spaces to relax or gather - perfect for a weekend getaway or extended stay.

Guest favorite
Guesthouse in Montecito
4.91 out of 5 average rating, 329 reviews

The Beach Loft- Private, Remodeled, Walkable!

This newly remodeled guest house is located in the coveted Montecito Oaks neighborhood. This ideal location is walking distance to many popular spots in Montecito; Coast Village Road the Rosewood Miramar Hotel, Butterfly Beach. This home has an upstairs loft with one king bed and downstairs includes a queen size pull out couch. The house has a gated private entrance, keypad locked front door, and your own fenced in yard and patio. Outdoor Amenities- Fire Pit, Ping Pong, Corn Hole

Top guest favorite
A side view of the mid-century beach cottage reveals its light blue exterior and inviting turquoise door. Wooden decking leads to the entry, while vibrant red roses and lush greenery enhance the outdoor space, surrounded by a carefully landscaped garden.
Cottage in Summerland
5 out of 5 average rating, 110 reviews

Private Oasis, Summerland Waterscape Cottage

⭐ "This was one of the best Airbnb stays I've ever had — and I've done over 200... so that's a high bar!!!" — Euni (4-year Airbnb corporate veteran) Welcome to Waterscape, a beautifully restored mid-century beach cottage in Summerland. Lovingly renovated over two years by a father and his sons, this family-owned retreat showcases custom craftsmanship — from bespoke cabinetry and hand-designed lighting to unique furnishings, every detail creates a warm and inviting experience.

Top guest favorite
An illuminated entrance features double glass doors flanked by wall-mounted lights. A welcoming outdoor space is adorned with potted plants and decorative elements. The pathway leading to the entrance is lined with steps, enhancing accessibility and approachability.
Guesthouse in Summerland
4.96 out of 5 average rating, 271 reviews

Summerland Studio. Steps to downtown and beach.

We are located one block from restaurants, Red Kettle Coffee, shopping & the beach. Our STUDIO is furnished with a queen bed and sofa bed (full), bath w claw foot tub and ocean view deck, TV, & off-street parking. Dog friendly! Provided: Linens Towels (Shower & Beach) Coffee maker (k-pods incl) Microwave only (NO stove/oven) Refrigerator Surfboard Boogie Boards Kids Wetsuits Beach Toys Ear Plugs - Summerland has great views but there is freeway noise Pet Fee ($75)

Top guest favorite
The tiny home is nestled among lush greenery, featuring a welcoming deck with steps leading up to it. Large windows provide natural light to the interior, and a patio umbrella stands over the outdoor seating area, enhancing the serene outdoor setting.
Tiny home in Carpinteria
4.97 out of 5 average rating, 158 reviews

Serene Getaway on Organic Ocean View Farm

Welcome to your dream escape in Santa Barbara County! Nestled amidst lush greenery on a sprawling organic avocado & coffee farm, our charming tiny home offers an unmatched blend of tranquility and scenic beauty. Wake up to the soothing sounds of nature and breathe in the fresh, ocean-kissed air. Tiny home has one private bedroom w/ queen size bed, with extra sleeping space that includes a twin size fold out couch and a queen sized air mattress for additional guests.

Top guest favorite
A private wooden deck features two white chairs and a small table, surrounded by lush greenery and a large tree. The area is illuminated by natural light, with views of the landscape and distant hills visible in the background.
Guest suite in Summerland
4.98 out of 5 average rating, 205 reviews

Summerland Nest, Ocean + Canyon Views

Amazing romantic getaway! Walk to the Beach and Hiking Trails from The Summerland Nest. Our beautifully remodeled studio is a 5-10 minute walk to restaurants, coffee, shops and the beach! A short drive North to Montecito's Coast Village road shops and eateries. Or South to the quaint town of Carpinteria. Or, just stay in and enjoy the views and sunsets from your own private deck! The Nest has a Queen Size bed and we are pet friendly but we only allow dogs.

Superhost
A panoramic view captures the coastline and ocean, with the tranquil blue water meeting a clear sky. Lush greenery and colorful homes dot the landscape, while a tranquil road runs parallel to the shore, enhancing the peaceful coastal atmosphere.
Home in Summerland
4.83 out of 5 average rating, 166 reviews

Summerland Sweet Beach Getaway

Relax with your loved ones at this peaceful 2-bedroom, 1-bath beach cottage in the beautiful town of Summerland! Enjoy our beautiful beach view and sunsets from our home by taking advantage of our lovely 6,000 sq ft terraced backyard. You can also take a short walk or drive through town to the nearby beach that sits right by Summerland's dog beach and family park. **Pet Fee and applicable taxes will be charged. Please message us!

Guest favorite
A balcony view captures the vibrant hues of sunset over the ocean, with silhouetted palm trees framing the scene. The tranquil water reflects the evening's colors, while the horizon blends orange and purple shades against a softly lit sky.
Vacation home in Summerland
4.92 out of 5 average rating, 111 reviews

Summer Lillie #3

Located on Lillie Ave. in Summerland. Walking distance to shopping, restaurants, wine tasting and the beach. Large, open 1 bedroom/1 bathroom w/ full kitchen, vaulted ceilings walk in closet and washer and dryer in unit. Living room has a queen sleeper sofa, with fireplace and television. Entire unit has ocean views and a patio to watch the beautiful Summerland sunsets. 5 min walk or bike ride to Summerland Beach.

Guest favorite
Home in Montecito
4.94 out of 5 average rating, 175 reviews

Sunlit Montecito Studio Retreat with Patio

Step Into the Montecito Studio Casita of Your Dreams Welcome to your ideal Montecito getaway—a charming, cozy studio casita designed for relaxation, inspiration, and extended stays. Recently renovated and thoughtfully decorated, this inviting retreat blends comfort and style, creating a serene space you’ll find hard to leave. Enjoy a hassle-free checkout and savor your final moments with us.

Guest favorite
A bright and open living space features a cozy seating area with rattan furniture, a dining table for two, and a well-equipped kitchen. Natural light is welcomed through a skylight and nearby windows, enhancing the airy atmosphere. Artwork adorns the walls, adding visual interest.
Guesthouse in Montecito
4.92 out of 5 average rating, 234 reviews

Montecito Miramar Beach Cottage

Stay at Montecito’s favorite beach. Quiet and comfortable one bedroom cottage with everything you need - king bed, full kitchen and bath (glass shower-no tub), spacious living room and private garden patio. The cottage is conveniently located just one block away from the beach or the Rosewood Miramar hotel and just minutes to Coast Village Road for dining and shopping.

Guest favorite
A modern living area features a comfortable blue sofa with two white pillows, facing a flat-screen TV. The open kitchen is visible, showcasing sleek wooden cabinetry and high-end appliances. Natural light flows in from large windows, illuminating the light wooden flooring.
Guesthouse in Montecito
4.92 out of 5 average rating, 319 reviews

Private Guest House - Walk to Beach & Rosewood

A beautifully remodeled, fully private guest house on a gated property in the heart of Montecito — a short walk to the Rosewood Miramar, Coast Village Road, and Miramar Beach (about 10 minutes on foot, including a freeway underpass). Ideal for couples, families, or longer stays. Follow @palmcottagesb for updates and discover everything this serene retreat has to offer!

Popular amenities for Summerland family-friendly rentals

When is the best time to visit Summerland?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$88,247 GYDG$92,430 GYDG$94,730 GYDG$92,430 GYDG$92,220 GYDG$104,140 GYDG$109,577 GYDG$104,558 GYDG$96,194 GYDG$98,285 GYDG$98,912 GYDG$98,285 GYD
Avg. temp13°C13°C14°C14°C15°C17°C19°C19°C18°C18°C15°C13°C

Quick stats about vacation rentals that are family-friendly in Summerland

  • Total vacation rentals

    Explore 60 vacation rentals in Summerland

  • Nightly prices starting at

    Summerland vacation rentals start at G$33,459 GYD per night before taxes and fees

  • Verified guest reviews

    Over 5,130 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Summerland vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Summerland rentals

  • 4.9 Average rating

    Summerland stays are highly rated by guests—averaging 4.9 out of 5!