Holiday rentals in Trinidad

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Top-rated holiday rentals in Trinidad

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

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Top guest favourite
A cozy interior space is highlighted by a plush couch adorned with yellow cushions. A large mountain landscape photograph hangs on the wall, complementing warm wood accents. The layout includes an adjoining area with a spacious bed visible in the background, offering a welcoming atmosphere.
Guest suite in Trinidad
4.87 out of 5 average rating, 876 reviews

Sagebrush Hidaway

Private Entrance, 312 sq ft Studio, Open bedrooms, Hall, Private Bath, 2 beds: Queen Bed & Sofa Bed-Double; Table w/4 chairs, Couch, Office Desk & Chair; TV-Netflix, Microwave, WiFi, Coffeemaker, Kettle, Frig, Fire place/Heater, AC. Studio and w/green Room is located 5 miles north east of Trinidad in RURAL farm setting. Relaxing, Walks, Biking, Views, and Quick Easy Drive to Town. Outdoor Areas + Covered Outdoor Room; Smoker/420 friendly. FYI: My Dogs Live on Property, But Not in Guest’s Areas.

Top guest favourite
The exterior features a welcoming covered porch illuminated by warm string lights, enhancing the inviting atmosphere. The landscaped yard includes decorative rocks and soft lighting, while two chairs provide a cozy seating area. Large windows allow for views into the interior.
Home in Trinidad
5 out of 5 average rating, 267 reviews

Luxury Funky Fun 420, Walk Downtown wAC–Pets free!

Have some fun! Come stay on the wild side, and bring your sense of humor, with endless hot water in our luxury oversized soaker tub and double shower! 420 friendly inside and out! Wake to your choice of coffees and teas after a restful sleep with high quality bedding and blackout curtains. 5-10min walk to downtown Freshly remodeled with original charm Well equipped kitchen/laundry Dog friendly On-site parking Near Fishers Peak & Trinidad Lake State Parks Funky 420 says Pick Me Pick Me!! :)

Top guest favourite
The charming exterior of a 1920s Craftsman house is showcased, featuring a welcoming front porch with multiple windows. A red front door is framed by decorative woodwork, and a gated path leads to the entrance. Surrounding greenery and a fenced yard provide a cozy outdoor space.
Home in Trinidad
4.96 out of 5 average rating, 229 reviews

Charming & Cozy Craftsman: AC/Heat + Pets Free!

Professionally cleaned before every guest arrives, you’ll fall in love with our 1920’s Craftsman, a cozy and peaceful spot to unwind after a day of hiking, biking, skiing/snowboarding, shopping, or exploring. Wake to your choice of coffees/teas after a restful night's sleep and relax in the comfy living room or our three season front porch. Close to downtown and local eateries Near Fishers Peak, Trinidad Lake, and Cuchara Mountain Well equipped kitchen & laundry Per friendly! Ample parking

Top guest favourite
The exterior of the home showcases a charming porch with vibrant orange pillars and a welcoming door. Landscaping features stone paths and decorative rocks, complemented by a well-maintained garden. A satellite dish is visible on the roof, enhancing the quaint appearance of the house.
Home in Trinidad
4.97 out of 5 average rating, 473 reviews

Charmer on 2nd - Beautiful home 2 blocks from Main

This charming home is just a short walk to everything! It is 2 blocks off of Main Street in the original townsite, on the original brick streets, a stone’s throw from restaurants, shopping, & galleries. This spacious 2 bedroom, 2 bathroom home sleeps 6. You will have the entire house to yourself. It is recently renovated and beautifully decorated with everything you need. Well behaved, house trained dogs are welcome! The inside of the home is non-smoking but you are welcome to smoke outside.

Top guest favourite
A tiny home is nestled in a serene outdoor setting, framed by wooden fencing. The exterior features a combination of light wood and metal accents, with a front porch that includes seating. Lush greenery surrounds the space, providing privacy and a natural backdrop.
Tiny home in Starkville
4.99 out of 5 average rating, 124 reviews

Brand New!Tiny home #1 ! Mountainous view! Quiet!

Enjoy the lovely, cozy setting of this romantic spot in nature. This is a very private spot located in a very quiet and safe neighborhood with two tiny homes on location with their own fenced in yards. Great view of Fishers peak , just a couple of miles away from Fishers Peak State Park & a couple of miles away from Trinidad Lake State Park. Location is just south of Trinidad & is about 1.5 miles South of Walmart. The Tiny Homes are brand new and very clean. Perfect for a couple getaway.

Guest favourite
A comfortable corner sofa is arranged on a colorful area rug, featuring various decorative pillows in shades of purple and orange. A small metallic coffee table is positioned in the center, complementing the warm earthy tones of the wall and flooring.
Home in Trinidad
4.94 out of 5 average rating, 122 reviews

Remodeled & Restful near Simpson's Rest & Downtown

Enjoy a newly remodeled 1940s spacious 2 bedroom, 1 bathroom home with a semi private loft with pullout sleeper sofa. Located in a quiet historic neighborhood 1 mile from downtown. Private fenced back yard with covered patio and grill with plenty of relaxed seating. A spacious modern kitchen has brand new appliances, all utensils, cookware, and spices needed to prepare meals in the comfort of the home. Comfy beds and a great view of Simpson's rest will make for a relaxed and restful stay.

Guest favourite
The exterior of the duplex showcases a gray facade with a blue-accented entrance. A front porch is bordered by a red railing, leading to stone steps. Lush grass and a small garden area are visible, enhancing the welcoming appearance of the home.
Home in Trinidad
4.89 out of 5 average rating, 171 reviews

Bear Haus -420/Pet Friendly! No Cleaning Fee!

Welcome to Bear Haus, a new twist on an old fave! Located a few blocks from Main Street and within walking distance of local shops and dispensaries, this historic downtown duplex has been thoroughly updated for the ultimate comfortable stay, your way. We're all about bears, games, and Legos and all are featured prominently throughout. At Bear Haus, we invite you to embrace the wild, savor the comforts, and create memories that roar with authenticity. 420 friendly, pet friends welcome

Guest favourite
A serene outdoor terrace is visible, featuring a table and chairs beneath a large umbrella. In the background, a panoramic view of Fisher's Peak and Trinidad can be observed, alongside a grassy area dotted with plants, enhancing the natural landscape.
Flat in Trinidad
4.93 out of 5 average rating, 251 reviews

In Town Quiet Urban Farmhouse

Our quaint urban farmhouse was built in 1890 and is a tri-plex. Your home will be all yours and includes a 3/4 bath, bedroom, kitchen and living room with laptop friendly workspace. Outside, it offers a covered front porch (with porch swing) and terrace with grill in the back. There are incredible views of Fisher's Peak and Trinidad both inside and out. Walk to restaurants, concerts, baseball games, trails and much more! Also features a new gel mattress and My Pillow pillows.

Guest favourite
Home in Trinidad
4.95 out of 5 average rating, 371 reviews

Hidden Gem! Gated Parking, Fenced Yard, Woodstove

Beautifully remodeled 1890 home where exposed brick and rich wood details create a warm, natural vibe that’s instantly relaxing. From the moment you arrive, you’ll feel wrapped in a restorative atmosphere designed to soothe your soul. Unwind under the shade of the large tree in the spacious fenced yard, perfect for morning coffee, evening drinks, or letting your furry friend roam freely. Nestled in a transitional neighborhood, just ½ mile to shops, dining, and entertainment!

Guest favourite
A modern dining area features a round glass table surrounded by white chairs. A colorful orange chair adds a pop of color, while a large leafy plant and a lamp with a textured shade sit on the table. Natural light floods the space through large windows.
Flat in Trinidad
4.9 out of 5 average rating, 156 reviews

303 Boutique Retreat

Welcome to comfortable luxury! This beautiful, 3rd floor apartment offers the most amazing views in Trinidad and is literally just steps away from the best food, shops and nightlife the town has to offer! Featuring all the modern amenities in what was a historical hotel, this apartment has it all. It’s the perfect space for relaxing after exploring the stunning architecture, outdoor activities and charm that is Trinidad, Colorado. (Not suitable for children under 12.)

Guest favourite
A living area features a comfortable sofa and a flat-screen television positioned on a media console. A small dining table with two stools is visible. Large windows allow natural light to brighten the space, with a door leading to the exterior.
Flat in Trinidad
4.9 out of 5 average rating, 106 reviews

Unit #6 Upstairs Unit 2 Bedrooms 1 Bath

This cute second level apartment is the perfect spot for you to relax. It has been fully Renovated with all brand new features. Wake up to the view of Fisher’s Peak every morning and enjoy a fresh cup of coffee. 2 Queen Beds with all brand new Linens and Pillows. Flat screen tv with surround sound. Close to the golf course, grocery stores, shopping, and restaurants. This unit has stairs to get to the unit It’s unit#6 This is non Smoking Unit. No pets allowed

Top guest favourite
A bright winter scene features the sun rising over distant mountains, casting a warm glow on snow-dusted trees. Frosted foliage is visible in the foreground, creating a tranquil atmosphere in the wooded landscape.
Cabin in Trinidad
4.98 out of 5 average rating, 423 reviews

Quiet, Peaceful Cabin w/Fisher's Peak Views

Wake up to stunning sunrises over Fisher’s Peak at this peaceful cabin just outside Trinidad, Colorado. Enjoy coffee on the deck, quiet mornings, wildlife, and incredibly dark skies where the Milky Way is often visible. A cozy retreat for couples and nature lovers. We live close by and respect guests’ space while being available if needed. Adults only (18+). GPS is unreliable—please send an email address for written directions.

Popular amenities for Trinidad holiday rentals

When is the best time to visit Trinidad?

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Avg. price$128 SGD$127 SGD$122 SGD$128 SGD$128 SGD$132 SGD$143 SGD$136 SGD$143 SGD$135 SGD$143 SGD$145 SGD
Avg. temp-1°C1°C6°C10°C16°C22°C25°C24°C19°C11°C4°C-1°C

Frequently Asked Questions

  • What are the best places to stay in Trinidad?

    Many travelers choose stays in the historic downtown for walkable access to shops, restaurants, and galleries. Residential neighborhoods around city parks also have a range of vacation rental options.

  • What are the best things to do in Trinidad with kids?

    Kids can explore local parks, interactive museum experiences, and easy nature trails. Many families enjoy participating in youth-friendly art activities and community events around town.

  • What are some of the best things to do in Trinidad?

    Explore galleries in the historic downtown, walk trails along the river, or visit local history museums. Enjoying Trinidad’s local dining scene and attending art events are frequently suggested by travelers.

  • How is the weather in Trinidad?

    Trinidad has cold winters, with average lows around 13°F (-11°C), and warm summers reaching up to 94°F (35°C). Rainfall is spread through the year, with more frequent afternoon storms in summer.

  • When is the best time to visit Trinidad?

    Late spring through early fall is often recommended for comfortable weather, outdoor events, and access to trails. Winter brings quiet streets and a chance to experience the city’s history at a slower pace.

  • What are the best places to visit in Trinidad?

    Explore Trinidad History Museum, stroll the historic stretch of Main Street, or relax in Central Park. The area often draws visitors to local art galleries and interpretive centers.

  • What are some hiking trails in Trinidad?

    Trinidad has hiking opportunities in nearby state parks, through forested hills, and along the Purgatoire River. Local trails range from gentle walks to more challenging routes with scenic outlooks.

  • What are some family activities we can do in Trinidad?

    Families enjoy expansive parks with playgrounds, interactive museums, and easy trails for all ages. Exploring local art spaces or participating in seasonal community events round out Trinidad’s family activities.

  • What are some of the best day trip ideas from Trinidad?

    Travelers often explore nearby state parks, mountain lakes, or scenic drives featuring volcanic landmarks and forested hills. Visiting local heritage towns or outdoor recreation areas is frequently suggested.

  • Are there any pet friendly accommodations available in Trinidad?

    Many vacation rentals in Trinidad welcome pets, especially in neighborhoods close to parks and walking trails. Listings often highlight fenced yards or convenient outdoor access for travelers with pets.

  • What are some local tips for visiting Trinidad?

    Locals suggest exploring early in the morning for a quieter experience and bringing a refillable water bottle. Try locally owned cafés, and consider chatting with shopkeepers to learn more about the area’s history.

  • What is Trinidad known for?

    Trinidad is known for its historic downtown, Victorian-era buildings, and ties to the Santa Fe Trail. The city is also recognized for its mining history and vibrant arts community.

  • What are the best hidden gems to explore in Trinidad?

    Explore Trinidad’s historic Main Street for mural art, unique shops, and vintage architecture. Around the area, travelers frequently suggest quiet parks, local museums, and small galleries.

  • What are the best foods to try in Trinidad?

    Trinidad is known for dishes featuring local chile, hearty breakfast burritos, and green chile cheeseburgers. Southwestern flavors, home-style diners, and locally owned taquerias are popular dining choices.

  • What should I bring for a trip to Trinidad?

    Pack layers for changing temperatures, comfortable walking shoes, and sun protection. A light jacket is useful year-round, as evenings can be cool even in summer.

  • What is the nightlife in Trinidad like?

    Trinidad’s nightlife leans toward laid-back venues with live music, casual bars, and local eateries around downtown. Many spaces have a welcoming atmosphere, often highlighting the city’s musical heritage.

  • What are the most popular events or festivals in Trinidad?

    Trinidad celebrates annual events like summer art festivals, heritage celebrations, and classic car gatherings. Throughout the year, live music, cultural fairs, and community activities draw locals and visitors.

  • Are there family friendly vacation rentals in Trinidad?

    Trinidad has a range of family-friendly vacation rentals, including homes with kitchens, outdoor spaces, and easy access to parks or downtown. Many neighborhoods welcome families seeking extra space or quieter surroundings.

Quick stats about holiday rentals in Trinidad

  • Total holiday rentals

    Explore 70 holiday rentals in Trinidad

  • Nightly prices starting at

    Trinidad holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 9,090 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    70 of Trinidad holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Trinidad rentals

  • 4.9 Average rating

    Trinidad stays are highly rated by guests – averaging 4.9 out of 5!

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